The present invention relates to pyridine compounds and the N-oxides and the salts thereof for combating phytopathogenic fungi, and to the use and methods for combating phytopatho-genic fungi and to seeds coated with at least one such compound. The invention also relates to processes for preparing these compounds, intermediates, processes for preparing such inter-mediates, and to compositions comprising at least one compound I. |
In many cases, in particular at low application rates, the fungicidal activity of the known fungi-cidal compounds is unsatisfactory. Based on this, it was an object of the present invention to provide compounds having improved activity and/or a broader activity spectrum against phyto-pathogenic harmful fungi. |
Surprisingly, this object is achieved by the use of the inventive pyridine compounds of formula I having favorable fungicidal activity against phytopathogenic fungi. |
Accordingly, the present invention relates to the compounds of formula I |
(MOL) (CDX)
wherein
wherein
R1 is in each case independently selected from hydrogen, halogen, OH, CN, NO2, SH, NH2, NH(C1-C4-alkyl), N(C1-C4-alkyl)2, NH-SO2-Rx, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy, C3-C6-cycloalkyl, five- or six-membered heteroaryl and aryl; wherein the heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein
Rx is C1-C4-alkyl, C1-C4-haloalkyl, unsubstituted aryl or aryl that is substituted with substituents Rx1 independently selected from C1-C4-alkyl;
wherein the R1 is unsubstituted or substituted by groups R1a which independently of one another are selected from:
R1a halogen, OH, CN, C1-C6-alkoxy, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C4-haloalkoxy, C1-C6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or substituted by substituents R11a selected from the group consisting of halogen, OH, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy and C1-C4-haloalkoxy;
wherein the cycloalkyl, heteroaryl and aryl moieties of R1 un substituted or substituted by groups R1b which independently of one another are selected from:
R1b halogen, OH, CN, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-haloalkyl, C3-C6-cycloalkyl, C3-C6-halo-cycloalkyl, C1-C4-haloalkoxy and C1-C6-alkylthio;
R2 is in each case independently selected from the substituents as defined for R1, wherein the possible substituents for R2 are R2a and R2b, respectively, which correspond to R1a and R1b, respectively;
R3,R4are independently selected from, halogen, OH, CN, NO2, SH, C1-C6-alkylthio, NH2, NH(C1-C4-alkyl), N(C1-C4-alkyl)2, NH-SO2-Rx, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy, C1-C6-haloalkoxy, a saturated or partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbocycle or heterocycle, wherein in each case one or two CH2 groups of the carbo- and heterocycle may be replaced by a group independently selected from C(═O) and C(═S), five- or six-membered heteroaryl and aryl;
wherein the heterocycle and the heteroaryl contain independently one, two, three or four heteroatoms selected from N, O and S;
wherein the R3 and R4 are independently are unsubstituted or substituted by groups R3a or R4a, respectively, which independently of one another are selected from:
R3a, R4a halogen, OH, CN, NO2, SH, NH2, NH(C1-C4-alkyl), N(C1-C4-alkyl)2, NH(C(═O)C1-C4-alkyl), N(C(═O)C1-C4-alkyl)2, C1-C6-alkoxy, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C4-haloalkoxy, C1-C6-alkylthio, aryl and phenoxy, wherein the aryl and phenyl groups are independently unsubstituted or substituted with substituents selected from the group consisting of halogen, OH, CN, NO2, SH, NH2, NH(C1-C4-alkyl), N(C1-C4-alkyl)2, NH(C(═O)C1-C4-alkyl), N(C(═O)C1-C4-alkyl)2, NH—SO2—Rx, C1-C6-alkylthio, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy and C1-C4-haloalkoxy;
wherein the carbocyclic, heterocyclic, heteroaryl and aryl moieties of R3 and R4 are independently unsubstituted or substituted with identical or different groups R3bor R4b, respectively, which independently of one another are selected from:
R3b, R4b halogen, OH, CN, NO2, SH, NH2, NH(C1-C4-alkyl), N(C1-C4-alkyl)2, NH(C(═O)C1-C4-alkyl), N(C(═O)C1-C4-alkyl)2, NH—SO2—Rx, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C4-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C4-alkoxy-C1-C4-alkyl, phenyl and phenoxy, wherein the phenyl groups are unsubstituted or carry one, two, three, four or five substituents selected from the group consisting of halogen, OH, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy and C1-C4-haloalkoxy; and wherein Rx is as defined above; or
R5 is C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, saturated or partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered heterocycle, five- or six-membered heteroaryl or aryl; wherein the heterocycle or heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein Rx is defined above; and
wherein the aliphatic moieties of R5 are unsubstituted or substituted with identical or different groups R5a which independently of one another are selected from: p0R5a halogen, OH, CN, C1-C6-alkoxy, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C4-haloalkoxy, C1-C6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or substituted with R55a selected from the group consisting of halogen, OH, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy and C1-C4-haloalkoxy;
wherein the cycloalkyl, heterocycle, heteroaryl and aryl moieties of R5 are unsubstituted or substituted with identical or different groups R5b which independently of one another are selected from:
R5b halogen, OH, CN, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-haloalkyl, C3-C6-cycloalkyl, C3-C6-halo-cycloalkyl, C1-C4-haloalkoxy and C1-C6-alkylthio;
R6 is independently selected from H, halogen and R5, wherein the possible substituents for R6 are R6a, R66a and R6b, respectively, which correspond to R5a, R55aand R5b, respectively;
or R5 and R6 together with the carbon atom to which they are bound form a saturated or partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbo- or heterocycle; wherein the heterocycle contains one, two, three or four heteroatoms selected from N, O and S, and wherein the carbocycle or heterocycle is unsubstituted or substituted by substituents R56 independently selected from halogen, OH, CN, NO2, SH, NH2, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C4-alkoxy-C1-C4-alkyl, phenyl and phenoxy; wherein the phenyl groups are unsubstituted or substituted by R56a selected from the group consisting of halogen, OH, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy and C1-C4-haloalkoxy; and wherein in each case one or two CH2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(═O) and C(═S);
R9, R10 are independently selected from H, halogen, CN, NO2, N(R91)(R92), S(R93), S(O)z94(R94), O(R95), C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, cycloalkyl, CO—(R96) and CS—(R96);
R91, R92 are independently selected from H, alkyl, alkenyl, alkynyl , cycloalkyl, CO—R(911), and S(O)z91R912;
R911 is H or R912;
R912 is independently selected from alkyl, alkenyl, alkynyl , cycloalkyl, O—R9111, and N(R9112)(R9113);
R9111 is alkyl, alkenyl, alkynyl alkenyl, or cycloalkyl;
R9112, R9113 are independently selected from H, alkyl, alkenyl, alkynyl, and cycloalkyl;
Z91 is 1 or 2;
R93 is H, alkyl, alkenyl, alkynyl , cycloalkyl;
R94 is independently selected from alkyl, alkenyl, alkynyl, cycloalkyl, O—R941, N(R942)(R943);
R941 is independently selected from alkyl, alkenyl, alkynyl, cycloalkyl;
R942, R943 are independently selected from H or R941;
Z94 is1 or 2;
R95 is independently selected from H, alkyl, alkenyl, alkynyl, cycloalkyl, carbonyl-R951, S(O)z95R952;
R951 is H or R952;
R952 is independently selected from alkyl, alkenyl, alkynyl, cycloalkyl, O—R9521, N(R9522)(R9523);
R9521 is independently selected from alkyl, alkenyl, alkynyl, cycloalkyl;
R9522, R9523 is independently selected from H and R9521;
Z95 is 1 or 2;
R96 is independently selected from H, alkyl, alkenyl, alkynyl, cycloalkyl, O—R961, N(R962)(R963);
R961 is independently selected from H, alkyl, alkenyl, alkynyl, cycloalkyl;
R962, R963 are independently selected from H, alkyl, alkenyl, alkynyl , cycloalkyl;
wherein the aliphatic moieties of R9, R10 are unsubstituted or substituted by identical or different groups R9a, wherein
R9a independently of one another are selected from: halogen, OH, CN, C1-C6-alkoxy, alkenyloxy, alkynyl oxy, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C4-haloalkoxy, C1-C6-alkylthio, C(═O), and C(═S); or
halohaloR7 and R8 together with the carbon atoms to which they are bound form a ring A, wherein the ring A is phenyl or five- or six-membered heteroaryl; wherein the heteroaryl contains one, two or three heteroatoms selected from N, O and S, and wherein the ring A is substituent by (R78)o, wherein
o is 0, 1, 2 or 3; and
R78 are independently selected from halogen, OH, CN, NO2, SH, NH2, NH(C1-C4-alkyl), N(C1-C4-alkyl)2, NH(C(═O)C1-C4-alkyl), N(C(═O)C1-C4-alkyl)2, NH—SO2—Rx, CH(═O), C(═O)C1-C6-alkyl, C(═O)NH(C1-C6-alkyl), CR′═NOR″, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C3-C6-cyclo-alkyl, C3-C6-cycloalkenyl, three-, four-, five- or six-membered saturated or partially unsaturated heterocycle, five- or six-membered heteroaryl and phenyl; wherein the heterocycle or heteroaryl contains one, two or three heteroatoms selected from N, O and S; wherein R′ and R″ are independently selected from H, C1-C4-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, saturated or partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered heterocycle, five- or six-membered heteroaryl or aryl; wherein the heterocycle or heteroaryl contains one, two or three heteroatoms selected from N, O and S, and wherein R′ and R″ are independently unsubstituted or substituted by R″’ which is independently selected from halogen, OH, CN, NO2, SH, NH2, NH(C1-C4-alkyl), N(C1-C4-alkyl)2, NH—SO2—Rx, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C6-cycloalkyl, C3-C6-halocycloalkyl and phenyl; and wherein Rx is defined above;
wherein when R7 and R8 together with the carbon atoms to which they are bound form a phenyl ring and R10 represents Cl or CH3, R78 do not represent fluorine; and
wherein the aliphatic moieties of R78 are unsubstituted or substituted by R78a which independently of one another are selected from:
R78a halogen, OH, CN, C1-C6-alkoxy, C3-C6-cycloalkyl, C3-C6-cycloalkenyl, C3-C6-halocycloalkyl, C3-C6-halocycloalkenyl, C1-C4-haloalkoxy, C1-C6-alkylthio, five- or six-membered heteroaryl, phenyl and phenoxy, wherein the heterorayl, phenyl and phenoxy group is unsubstituted or substituted by R78aa selected from halogen, OH, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy and C1-C4-haloalkoxy;
wherein the alicyclic, phenyl, heterocyclic and heteroaryl moieties of R78 are unsubstituted or substituted by R78b which independently of one another are selected from:
R78b halogen, OH, CN, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C1-C4-haloalkoxy, and C1-C6-alkylthio;
and the N-oxides and the agriculturally acceptable salts thereof.
The numbering of the ring members in the compounds of the present invention is as given in formula I above: |
Compounds of formula I can be accessed e.g. starting from alcohols of type II with nitriles of type III in the presence of an acid in an organic solvent (see for example US 2008/0275242 or WO2005/070917). Preferably, sulfuric acid or a sulfonic acid, in particular triflic acid, are used as acid. Most suitable solvents are hydrocarbons, preferably benzene or dichloromethane. In the following schemes, the optionally substituted phenyl or heteroaryl formed by R 7and R 8 is sketched by a circle named “A”: |
(MOL) (CDX)
Depending on the nature of the starting materials, the reaction is performed at a temperature from −40° C. to 200° C., in particular from −10° C. to 120° C., more specifically from 0° C. to 100° C., even more specifically from room or ambient temperature (about 23° C.) to 80° C. |
Nitriles of type III are either commercially available or can be prepared by a skilled person from the corresponding halides following literature precedures (see, for example Journal of Organic Chemistry, 76(2), 665-668; 2011; Angewandte Chemie, International Edition, 52(38), 10035-10039; 2013; WO2004/013094). |
Alcohols of type II can be prepared as described below. A skilled person will realize that compounds of type IIIb can be reacted with organometallic reagents, preferably alkyl Grignard or alkyl-Lithium reagents, in ethereal solvents, preferably THF at low temperatures and under inert conditions to furnish compounds of type II. |
(MOL) (CDX) Alternatively, alcohols of type II can be prepared from epoxydes IIla and compounds VI (see below):
(MOL) (CDX)
The metallation reaction may preferably be carried out using Lithium-organic compounds, such as for example n-butyl lithium, sec-butyl lithium or tert-butyl lithium to result in an exchange of halogen by lithium. Also suitable is the reaction with magnesium resulting in the formation of the respective Grignard reagents. A further possibility is the use of other Grignard reagents such as isopropyl-magnesium-bromide instead of Mg. |
A typical preparation of compounds of type IIIb can be achieved by reacting compounds of type IV with organometallic reagents, preferably alkyl Grignard or alkyl-Lithium reagents, in ethereal solvents, preferably THF at low temperatures and under inert conditions to furnish compounds of type III as previously reported (see for example WO2012051036; WO2011042918). |
(MOL) (CDX)
Compounds of type IV can be accessed by reacting a carbonyl compound of type V, preferably a carboxylic acid(X═OH) or an acid chloride (X═Cl), with NH(OR′)R″, wherein R′ and R″ are selected from (C 1-C 4)-alkyl, most preferably being methyl, in an organic solvent, preferably THF or dichloromethane. Typically the reaction is performed in a range between 0° C. and ambient temperature in the presence of an organic base, preferably N(C 2H 5) 3 or pyridine (see e.g. US 20130324506; Tetrahedron: Asymmetry, 17(4), 508-511; 2006). If X═OH, the addition of an activating reagent, preferably a carbodiimide, may be preferred (see for example ChemMedChem, 7(12), 2101-2112; 2012; 2011038204; Journal of Organic Chemistry, 76(1), 164-169; 2011). |
(MOL) (CDX)
If required, compounds of type V can be prepared from the corresponding aryl halides of type VI (Hal is halogen, preferably Br or I). As described (Tetrahedron, 68(9), 2113-2120; 2012; Chemical Communications (Cambridge, United Kingdom), 49(60), 6767-6769; 2013), aryl halides will react with compounds of type VII in the presence of a transition metal catalyst, preferably a copper(I) salt, in an organic solvent, preferably DMF or DMSO, at elevated temperatures. Typically a base, preferably potassium phosphate. is added. |
(MOL) (CDX)
If appropriate, compounds of type II can be prepared as follows. A known or commercially available compound of type VIII can be reacted with an organometallic reagent of type IX, preferably a Grignard or an organolithium reagent, readily prepared by a skilled person. Preferably, the reaction is performed in a temperature range from −78° C. to room temperature under inert conditions in an ethereal solvent. |
(MOL) (CDX)
It may be preferred to access compounds I, where R 5 has the meaning defined in claim 1 and R 6 is halogen (named compounds I-1) from the respective keto compound (named compounds IIA) as follows based on a literature precedent (US 2008/0275242). A skilled person will realize that compounds I-1 can be formed from compound IIA in two steps. In a first step a compound II*A can be formed by carrying out nuclepphilic reaction on carbonyl of compound IIA using a nuclephiles in solvent. Examples of nuclephiles are lithium aluminiumhydride or sodiumborohydride and organic metal compounds such as Grignard reagent, Reformatski reagent, butyl lithium or copper acetylide. Examples of solvents include hydrocarbons such as hexane, cyclohexane, tolune, benzene or xylele; halogenated hydrocarbons such as dichloro methane, chloroform or carbon tetrachloride; alcohols such as methanol, ethanol or 2-propanol; acids such as hydrochloric acid, sulphuric acid or acetic acid; ethers such as dioxane, tetrahydrofuran, diethyl ether. Compound I-1 can be prepared by halogenation of compound II*A by treating with halogeation agent in a solvent. Examples of fluorinating agents include sulfur fluorides such as sulfur tetrafluoride, diethylaminosulfur trifluoride (DAST) or morpholinosulfurtrifluoride; examples of chlorinating and brominating agents include hydrogen halides used in the presence of a catalyst such as zinc chloride, sulfuric acid or lithium bromide; phosphorous halide compounds such as phosphorus trihalides, phosphorus pentahalides or phosphorus oxyhalides; phosphine halides such as triphenyl phosphine, carbon tetrahalides or triphenylphosphine halides; and thienyl halides. Examples of solvents include hydrocarbons such as hexane, cyclohexane, tolune, benzene or xylele; halogenated hydrocarbons such as dichloro methane, chloroform or carbon tetrachloride; ethers such as dioxane, tetrahydrofuran, diethyl ether; ketones such as acetone, ethylmethyl ketone,or cyclohexanone; amides such as dimethylformamides or dimethylacetamide; nitriles such as acetonitrile or acetobutyronitrile. If appropriate, the reaction can be performed at elevated temperatures. |
(MOL) (CDX)
Compounds of type IIA can be accessed by reacting compounds of type I-2 (where R 5 and R 6 are halogen substituents (Hal′), in particular bromo) under aqueous or mildly basic or acidic conditions in an organic solvent. |
(MOL) (CDX)
Said compounds I-2 can be prepared from compounds I-3 (where R 5 and R 6 are both hydrogen) by reaction with a halide source, preferably N-bromosuccinimide or 1,3-dibromo-5,5-dimethylhydantoin, in an organic solvent, preferably chlorobenzene or carbon tetrachloride in the presence of an initiator, preferably azo-bis-isobutyronitrile, at elevated temperatures (see for example WO 2008/035379). |
(MOL) (CDX)
Alternatively compounds I in which R 6 stands for hydrogen can be accessed by reacting a nitrite III with an olefin II # under acidic conditions as described elsewhere (U.S. Pat. No. 7,632,783, B2, page 60, method A). |
(MOL) (CDX)
The N-oxides may be prepared from the inventive compounds according to conventional oxidation methods, e.g. by treating compounds I with an organic peracid such as metachloroperbenzoic acid (cf. WO 03/64572 or J. Med. Chem. 38(11), 1892-903, 1995); or with inorganic oxidizing agents such as hydrogen peroxide (cf. J. Heterocyc. Chem. 18(7), 1305-8, 1981) or oxone (cf. J. Am. Chem. Soc. 123(25), 5962-5973, 2001). The oxidation may lead to pure mono-N-oxides or to a mixture of different N-oxides, which can be separated by conventional methods such as chromatography. |
If the synthesis yields mixtures of isomers, a separation is generally not necessarily required since in some cases the individual isomers can be interconverted during work-up for use or during application (e.g. under the action of light, acids or bases). Such conversions may also take place after use, e.g. in the treatment of plants in the treated plant, or in the harmful fungus to be controlled. |
In the following, the intermediate compounds are further described. A skilled person will readily understand that the preferences for the substituents, also in particular the ones given in the tables below for the respective substituents, given herein in connection with compounds I apply for the intermediates accordingly. Thereby, the substituents in each case have independently of each other or more preferably in combination the meanings as defined herein. |
The intermediate compounds of formula IIA are novel. Consequently, one aspect of the present invention relates to compounds of formula IIA: |
(MOL) (CDX) wherein the substituents R 1, R 2, R 3, R 4, R 9, R 10 and o are as defined and preferably defined for formula I.
In the definitions of the variables given above, collective terms are used which are generally representative for the substituents in question. The term “C n-C m” indicates the number of carbon atoms possible in each case in the substituent or substituent moiety in question. |
The term “halogen” refers to fluorine, chlorine, bromine and iodine. |
The term “C 1-C 6-alkyl” refers to a straight-chained or branched saturated hydrocarbon group having 1 to 6 carbon atoms, e.g. methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, 1,1-dimethylethyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethyl-butyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl and 1-ethyl-2-methylpropyl. Likewise, the term “C 2-C 4-alkyl” refers to a straight-chained or branched alkyl group having 2 to 4 carbon atoms, such as ethyl, propyl (n-propyl), 1-methylethyl (iso-propoyl), butyl, 1-methylpropyl (sec.-butyl), 2-methylpropyl (iso-butyl), 1,1-dimethylethyl (tert.-butyl). |
The term “C 1-C 6-haloalkyl” refers to an alkyl group having 1 or 6 carbon atoms as defined above, wherein some or all of the hydrogen atoms in these groups may be replaced by halogen atoms as mentioned above. Examples are “C 1-C 2-haloalkyl” groups such as chloromethyl, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 1-chloroethyl, 1-bromoethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl or pentafluoroethyl. |
The term “C 1-C 6-hydroxyalkyl” refers to an alkyl group having 1 or 6 carbon atoms as defined above, wherein some or all of the hydrogen atoms in these groups may be replaced by OH groups. |
The term “C 1-C 4-alkoxy-C 1-C 4-alkyl” refers to alkyl having 1 to 4 carbon atoms (as defined above), wherein one hydrogen atom of the alkyl radical is replaced by a C 1-C 4-alkoxy group (as defined above). Likewise, the term “C 1-C 6-alkoxy-C 1-C 4-alkyl” refers to alkyl having 1 to 4 carbon atoms (as defined above), wherein one hydrogen atom of the alkyl radical is replaced by a C 1-C 6-alkoxy group (as defined above). |
The term “C 2-C 6-alkenyl” refers to a straight-chain or branched unsaturated hydrocarbon radical having 2 to 6 carbon atoms and a double bond in any position. Examples are “C 2-C 4-alkenyl” groups, such as ethenyl, 1-propenyl, 2-propenyl (allyl), 1-methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl. |
The term “C 2-C 6-alkynyl” refers to a straight-chain or branched unsaturated hydrocarbon radical having 2 to 6 carbon atoms and containing at least one triple bond. Examples are “C 2-C 4-alkynyl” groups, such as ethynyl, prop-1-ynyl, prop-2-ynyl (propargyl), but-1-ynyl, but-2-ynyl, but-3-ynyl, 1-methyl-prop-2-ynyl. |
The term “C 1-C 6-alkoxy” refers to a straight-chain or branched alkyl group having 1 to 6 carbon atoms which is bonded via an oxygen, at any position in the alkyl group. Examples are “C 1-C 4-alkoxy” groups, such as methoxy, ethoxy, n-propoxy, 1-methylethoxy, butoxy, 1-methyl¬propoxy, 2-methylpropoxy or 1,1-dimethylethoxy. |
The term “C 1-C 6-haloalkoxy” refers to a C 1-C 6-alkoxy radical as defined above, wherein some or all of the hydrogen atoms in these groups may be replaced by halogen atoms as mentioned above. Examples are “C 1-C 4-haloalkoxy” groups, such as OCH 2F, OCHF 2, OCF 3, OCH 2Cl, OCHCl 2, OCCl 3, chlorofluoromethoxy, dichlorofluoromethoxy, chlorodifluoromethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2-bromoethoxy, 2-iodoethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy, 2,2,2-trichloro¬ethoxy, OC 2F 5, 2-fluoropropoxy, 3-fluoropropoxy, 2,2-difluoropropoxy, 2,3-difluoro¬propoxy, 2 chloropropoxy, 3-chloropropoxy, 2,3-dichloropropoxy, 2-bromo¬propoxy, 3 bromopropoxy, 3,3,3-trifluoropropoxy, 3,3,3-trichloropropoxy, OCH 2—C 2F 5, OCF 2—C 2F 5, 1-fluoromethyl-2-fluoroethoxy, 1-chloromethyl-2-chloroethoxy, 1-bromomethyl-2-bromo¬ethoxy, 4-fluorobutoxy, 4-chlorobutoxy, 4-bromobutoxy or nonafluorobutoxy. |
The term “C 2-C 6-alkenyloxy” refers to a straight-chain or branched alkenyl group having 2 to 6 carbon atoms which is bonded via an oxygen, at any position in the alkenyl group. Examples are “C 2-C 4-alkenyloxy” groups. |
The term “C 2-C 6-alkynyloxy” refers to a straight-chain or branched alkynyl group having 2 to 6 carbon atoms which is bonded via an oxygen, at any position in the alkynyl group. Examples are “C 2-C 4-alkynyloxy” groups. |
The term “C 3-C 6-cycloalkyl” refers to monocyclic saturated hydrocarbon radicals having 3 to 6 carbon ring members, such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl. Accordingly, a saturated three-, four-, five-, six-, seven-, eight-, nine or ten-membered carbocyclyl or carbocycle is a “C 3-C 10-cycloalkyl”. |
The term “C 3-C 6-cycloalkenyl” refers to a monocyclic partially unsaturated 3-, 4- 5- or 6-membered carbocycle having 3 to 6 carbon ring members and at least one double bond, such as cyclopentenyl, cyclopentadienyl, cyclohexadienyl. Accordingly, a partially unsaturated three-, four-, five-, six-, seven-, eight-, nine or ten-membered carbocyclyl or carbocycle is a “C 3-C 10-cycloalkenyl.” |
The term “C 3-C 8-cycloalkyl-C 1-C 4-alkyl” refers to alkyl having 1 to 4 carbon atoms (as defined above), wherein one hydrogen atom of the alkyl radical is replaced by a cycloalkyl radical having 3 to 8 carbon atoms (as defined above). |
The term “C 1-C 6-alkylthio” as used herein refers to straight-chain or branched alkyl groups having 1 to 6 carbon atoms (as defined above) bonded via a sulfur atom. Accordingly, the term “C 1-C 6-haloalkylthio” as used herein refers to straight-chain or branched haloalkyl group having 1 to 6 carbon atoms (as defined above) bonded through a sulfur atom, at any position in the haloalkyl group. |
The term “C(═O)—C 1-C 6-alkyl” refers to a radical which is attached through the carbon atom of the group C(═O) as indicated by the number valence of the carbon atom. The number of valence of carbon is 4, that of nitrogen is 3. Likewise the following terms are to be construed: NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH(C 3-C 6-cycloalkyl), N(C 3-C 6-cycloalkyl) 2, C(═O)—NH(C 1-C 6-alkyl), C(═O)—N(C 1-C 6-alkyl) 2. |
The term “saturated or partially unsaturated three-, four-, five-, six-, seven-, eight-, nine or ten-membered heterocyclyl or heterocycle, wherein the heterocyclyl or heterocycle contains 1, 2, 3 or 4 heteroatoms selected from N, O and S″ is to be understood as meaning both saturated and partially unsaturated heterocycles, wherein the ring member atoms of the heterocycle include besides carbon atoms 1, 2, 3 or 4 heteroatoms independently selected from the group of O, N and S. For example: |
a 3- or 4-membered saturated heterocycle which contains 1 or 2 heteroatoms from the group consisting of O, N and S as ring members such as oxirane, aziridine, thiirane, oxetane, azetidine, thiethane, [1,2]dioxetane, [1,2]dithietane, [1,2]diazetidine; and |
a 5- or 6-membered saturated or partially unsaturated heterocycle which contains 1, 2 or 3 heteroatoms from the group consisting of 0, N and S as ring members such as 2-tetrahydrofuranyl, 3-tetrahydrofuranyl, 2-tetrahydrothienyl, 3-tetrahydrothienyl, 2-pyrrolidinyl, 3-pyrrolidinyl, 3-isoxazolidinyl, 4-isoxazolidinyl, 5-isoxazolidinyl, 3-isothiazolidinyl, 4-isothiazolidinyl, 5-isothiazolidinyl, 3-pyrazolidinyl, 4-pyrazolidinyl, 5-pyrazolidinyl, 2-oxazolidinyl, 4-oxazolidinyl, 5-oxazolidinyl, 2-thiazolidinyl, 4-thiazolidinyl, 5-thiazolidinyl, 2-imidazolidinyl, 4-imidazolidinyl, 1,2,4-oxadiazolidin-3-yl, 1,2,4-oxadiazolidin-5-yl, 1,2,4-thiadiazolidin-3-yl, 1,2,4-thiadiazolidin-5-yl, 1,2,4-triazolidin-3-yl, 1,3,4-oxadiazolidin-2-yl, 1,3,4-thiadiazolidin-2-yl, 1,3,4-triazolidin-2-yl, 2,3-dihydrofur-2-yl, 2,3-dihydrofur-3-yl, 2,4-dihydrofur-2-yl, 2,4-dihydrofur-3-yl, 2,3-dihydrothien-2-yl, 2,3-dihydrothien-3-yl, 2,4-dihydrothien-2-yl, 2,4-dihydrothien-3-yl, 2-pyrrolin-2-yl, 2-pyrrolin-3-yl, 3-pyrrolin-2-yl, 3-pyrrolin-3-yl, 2-isoxazolin-3-yl, 3-isoxazolin-3-yl, 4-isoxazolin-3-yl, 2-isoxazolin-4-yl, 3-isoxazolin-4-yl, 4-isoxazolin-4-yl, 2-isoxazolin-5-yl, 3-isoxazolin-5-yl, 4-isoxazolin-5-yl, 2-isothiazolin-3-yl, 3-isothiazolin-3-yl, 4-isothiazolin-3-yl, 2-isothiazolin-4-yl, 3-isothiazolin-4-yl, 4-isothiazolin-4-yl, 2-isothiazolin-5-yl, 3-isothiazolin-5-yl, 4-isothiazolin-5-yl, 2,3-dihydropyrazol-1-yl, 2,3-dihydropyrazol-2-yl, 2,3-dihydropyrazol-3-yl, 2,3-dihydropyrazol-4-yl, 2,3-dihydropyrazol-5-yl, 3,4-dihydropyrazol-1-yl, 3,4-dihydropyrazol-3-yl, 3,4-dihydropyrazol-4-yl, 3,4-dihydropyrazol-5-yl, 4,5-dihydropyrazol-1-yl, 4,5-dihydropyrazol-3-yl, 4,5-dihydropyrazol-4-yl, 4,5-dihydropyrazol-5-yl, 2,3-dihydrooxazol-2-yl, 2,3-dihydrooxazol-3-yl, 2,3-dihydrooxazol-4-yl, 2,3-dihydrooxazol-5-yl, 3,4-dihydrooxazol-2-yl, 3,4-dihydrooxazol-3-yl, 3,4-dihydrooxazol-4-yl, 3,4-dihydrooxazol-5-yl, 3,4-dihydrooxazol-2-yl, 3,4-dihydrooxazol-3-yl, 3,4-dihydrooxazol-4-yl, 2-piperidinyl, 3-piperidinyl, 4-piperidinyl, 1,3-dioxan-5-yl, 2-tetrahydropyranyl, 4-tetrahydropyranyl, 2-tetrahydrothienyl, 3-hexahydropyridazinyl, 4-hexahydropyridazinyl, 2-hexahydropyrimidinyl, 4-hexahydropyrimidinyl, 5-hexahydropyrimidinyl, 2-piperazinyl, 1,3,5-hexahydrotriazin-2-yl and 1,2,4-hexahydrotriazin-3-yl and also the corresponding -ylidene radicals; and |
a 7-membered saturated or partially unsaturated heterocycle such as tetra- and hexahydroazepinyl, such as 2,3,4,5-tetrahydro[1H]azepin-1-,-2-,-3-,-4-,-5-,-6- or-7-yl, 3,4,5,6-tetrahydro[2H]azepin-2-,-3-,-4-,-5-,-6- or-7-yl, 2,3,4,7-tetrahydro[1H]azepin-1-,-2-,-3-,-4-,-5-,-6- or-7-yl, 2,3,6,7-tetrahydro[1H]azepin-1-,-2-,-3-,-4-,-5-,-6- or-7-yl, hexahydroazepin-1-,-2-,-3- or-4-yl, tetra- and hexahydrooxepinyl such as 2,3,4,5-tetrahydro[1H]oxepin-2-,-3-,-4-,-5-,-6- or-7-yl, 2,3,4,7-tetrahydro[1H]oxepin-2-,-3-,-4-,-5-,-6- or-7-yl, 2,3,6,7-tetrahydro[1H]oxepin-2-, -3-,-4-,-5-,-6- or-7-yl, hexahydroazepin-1-,-2-,-3- or-4-yl, tetra- and hexahydro-1,3-diazepinyl, tetra- and hexahydro-1,4-diazepinyl, tetra- and hexahydro-1,3-oxazepinyl, tetra- and hexahydro-1,4-oxazepinyl, tetra- and hexahydro-1,3-dioxepinyl, tetra- and hexahydro-1,4-dioxepinyl and the corresponding -ylidene radicals. |
The term “substituted” refers to substitued with 1, 2, 3 or up to the maximum possible number of substituents. |
The term “5-or 6-membered heteroaryl” refers to aromatic ring systems incuding besides carbon atoms, 1, 2, 3 or 4 heteroatoms independently selected from the group consisting of N, O and S, for example, |
a 5-membered heteroaryl such as pyrrol-1-yl, pyrrol-2-yl, pyrrol-3-yl, thien-2-yl, thien-3-yl, furan-2-yl, furan-3-yl, pyrazol-1-yl, pyrazol-3-yl, pyrazol-4-yl, pyrazol-5-yl, imidazol-1-yl, imidazol-2-yl, imidazol-4-yl, imidazol-5-yl, oxazol-2-yl, oxazol-4-yl, oxazol-5-yl, isoxazol-3-yl, isoxazol-4-yl, isoxazol-5-yl, thiazol-2-yl, thiazol-4-yl, thiazol-5-yl, isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl, 1,2,4-triazolyl-1-yl, 1,2,4-triazol-3-yl 1,2,4-triazol-5-yl, 1,2,4-oxadiazol-3-yl, 1,2,4-oxadiazol-5-yl and 1,2,4-thiadiazol-3-yl, 1,2,4-thiadiazol-5-yl; or |
a 6-membered heteroaryl, such as pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyridazin-3-yl, pyridazin-4-yl, pyrimidin-2-yl, pyrimidin-4-yl, pyrimidin-5-yl, pyrazin-2-yl and 1,3,5-triazin-2-yl and 1,2,4-triazin-3-yl. |
Agriculturally acceptable salts of the inventive compounds encompass especially the salts of those cations or the acid addition salts of those acids whose cations and anions, respectively, have no adverse effect on the fungicidal action of said compounds. Suitable cations are thus in particular the ions of the alkali metals, preferably sodium and potassium, of the alkaline earth metals, preferably calcium, magnesium and barium, of the transition metals, preferably manganese, copper, zinc and iron, and also the ammonium ion which, if desired, may carry one to four C 1-C 4-alkyl substituents and/or one phenyl or benzyl substituent, preferably diisopropylammonium, tetramethylammonium, tetrabutylammonium, trimethylbenzylammonium, furthermore phosphonium ions, sulfonium ions, preferably tri(C 1-C 4-alkyl)sulfonium, and sulfoxonium ions, preferably tri(C 1-C 4-alkyl)sulfoxonium. Anions of useful acid addition salts are primarily chloride, bromide, fluoride, hydrogensulfate, sulfate, dihydrogenphosphate, hydrogenphosphate, phosphate, nitrate, bicarbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate, and the anions of C 1-C 4-alkanoic acids, preferably formate, acetate, propionate and butyrate. They can be formed by reacting such inventive compound with an acid of the corresponding anion, preferably of hydrochloric acid, hydrobromic acid, sulfuric acid, phosphoric acid or nitric acid. |
The inventive compounds can be present in atropisomers arising from restricted rotation about a single bond of asymmetric groups. They also form part of the subject matter of the present invention. |
Depending on the substitution pattern, the compounds of formula I and their N-oxides may have one or more centers of chirality, in which case they are present as pure enantiomers or pure diastereomers or as enantiomer or diastereomer mixtures. Both, the pure enantiomers or diastereomers and their mixtures are subject matter of the present invention. |
In the following, particular embodiments of the inventive compounds are described. Therein, specific meanings of the respective substituents are further detailled, wherein the meanings are in each case on their own but also in any combination with one another, particular embodiments of the present invention. |
Furthermore, in respect of the variables, generally, the embodiments of the compounds I also apply to the intermediates. |
R 1 according to the invention is in each case independently selected from hydrogen, halogen, OH, CN, NO 2, SH, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH—SO 2—R x, C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl, C 1-C 6-alkoxy, C 3-C 6-cycloalkyl, five- or six-membered heteroaryl and aryl; wherein the heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein |
R x is C 1-C 4-alkyl, C 1-C 4-haloalkyl, unsubstituted aryl or aryl that is substituted by one, two, three, four or five substituents R x1 independently selected from C 1-C 4-alkyl; |
wherein the aliphatic moieties of R 1 are unsubstituted or substituted with identical or different groups R 1a which independently of one another are selected from: |
R 1a halogen, OH, CN, C 1-C 6-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy, C 1-C 6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or unsubstituted or substituted with R 11a selected from the group consisting of halogen, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 4-haloalkoxy; |
wherein the cycloalkyl, heteroaryl and aryl moieties of R 1 are unsubstituted or substituted with identical or different groups R 1b which independently of one another are selected from: |
R 1b halogen, OH, ON, C 1-C 4-alkyl, C 1-C 4-alkoxy, C 1-C 4-haloalkyl, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy and C 1-C 6-alkylthio. |
For every R 1 that is present in the inventive compounds, the following embodiments and preferences apply independently of the meaning of any other R 1 that may be present in the ring. |
In one embodiment of formula I, R 1 is hydrogen. |
In another embodiment of formula I, R 1 is halogen, in particular Br, F or Cl, more specifically F or Cl. |
In still another embodiment of formula I, R 1 is OH. |
In still another embodiment of formula I R 1 is NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2 or NH—SO 2—R x, wherein R x is C 1-C 4-alkyl, C 1-C 4-haloalkyl, unsubstituted aryl or aryl that is substituted by one, two, three, four or five substituents R x1 independently selected from C 1-C 4-alkyl. |
In still another embodiment of formula I, R 1 is C 1-C 6-alkyl, in particular C 1-C 4-alkyl, such as CH 3. |
In still another embodiment of formula I, R 1 is C 1-C 6-haloalkyl, in particular C 1-C 4-haloalkyl, such as CF 3, CHF 2, CH 2F, CCl 3, CHCl 2 or CH 2Cl. |
In still another embodiment of formula I, R 1 is C 2-C 6-alkenyl or C 2-C 6-haloalkenyl, in particular C 2-C 4-alkenyl or C 2-C 4-haloalkenyl, such as CH═CH 2. |
In still another embodiment of formula I, R 1 is C 2-C 6-alkynyl or C 2-C 6-haloalkynyl, in particular C 2-C 4-alkynyl or C 2-C 4-haloalkynyl, such as C≡CH. |
In still another embodiment of formula I, R 1 is C 1-C 6-alkoxy, in particular C 1-C 4-alkoxy, more specifically C 1-C 2-alkoxy such as OCH 3 or OCH 2CH 3. |
In still another embodiment of formula I, R 1 is C 1-C 6-haloalkoxy, in particular C 1-C 4-haloalkoxy, more specifically C 1-C 2-haloalkoxy such as OCF 3, OCHF 2, OCH 2F, OCCl 3, OCHCl 2 or OCH 2Cl, in particular OCF 3, OCHF 2, OCCl 3 or OCHCl 2. |
In still another embodiment of formula I R 1 is C 3-C 6-cycloalkyl, in particular cyclopropyl. |
In still another embodiment of formula I, R 1 is C 3-C 6-cycloalkyl, for example cyclopropyl, substituted by one, two, three or up to the maximum possible number of identical or different groups R 1b as defined and preferably herein. |
In still another embodiment of formula I, R 1 is C 3-C 6-halocycloalkyl. In a special embodiment R 1 is fully or partially halogenated cyclopropyl. |
In still another embodiment of formula I, R 1 is unsubstituted aryl or aryl that is substituted by one, two, three or four R 1b, as defined herein. In particular, R 1 is unsubstituted phenyl or phenyl that is substituted by one, two, three or four R 1b, as defined herein. |
In still another embodiment of formula I, R 1 is unsubstituted 5- or 6-membered heteroaryl. According to still a further embodiment, R 1 is 5- or 6-membered heteroaryl that is substituted by one, two or three R 1b, as defined herein. |
In still another embodiment of formula I,R 1 is in each case independently selected from hydrogen, halogen, OH, CN, NO 2, SH, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH—SO 2—R x, C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl, C 1-C 6-alkoxy and C 3-C 6-cycloalkyl; wherein the aliphatic moieties of R 1 are not further substituted or carry one, two, three, four or five identical or different groups R 1a as defined below and wherein the cycloalkyl moieties of R 1 are not further substituted or carry one, two, three, four or five identical or different groups R 1b as defined below. |
In still another embodiment of formula I, R 1 is independently selected from hydrogen, halogen, OH, C 1-C 6-alkyl, C 1-C 6-haloalkyl, C 1-C 6-alkoxy and C 1-C 6-haloalkoxy, in particular independently selected from F, Cl, Br, CN, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 4-haloalkoxy. |
R 1a are the possible substituents for the aliphatic moieties of R 1. |
R 1a according to the invention is independently selected from halogen, OH, CN, C 1-C 6-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy, C 1-C 6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or unsubstituted or substituted with R 11a selected from the group consisting of halogen, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 4-haloalkoxy, in particular selected from halogen, C 1-C 2-alkyl, C 1-C 2-haloalkyl, C 1-C 2-alkoxy and C 1-C 2-haloalkoxy, more specifically selected from halogen, such as F, Cl and Br. |
According to one embodiment R 1a is independently selected from halogen, OH, CN, C 1-C 2-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl and C 1-C 2-haloalkoxy. Specifically, R 1a is independently selected from F, Cl, OH, CN, C 1-C 2-alkoxy, cyclopropyl, 1-F-cyclopropyl, 1-Cl-cyclopropyl and C 1-C 2-haloalkoxy. |
In one embodiment R 1a is independently selected from halogen, such as F, Cl, Br and I, more specifically F, Cl and Br. |
In still another embodiment of formula I, R 1a is independently selected from OH, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl and C 1-C 2-haloalkoxy. Specifically, R 1a is independently selected from OH, cyclopropyl and C 1-C 2-haloalkoxy. |
R 1b are the possible substituents for the cycloalkyl, heteroaryl and aryl moieties of R 1. |
R 1b according to the invention is independently selected from halogen, OH, CN, C 1-C 4-alkyl, C 1-C 4-alkoxy, C 1-C 4-haloalkyl, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl and C 1-C 4-haloalkoxy. |
According to one embodiment thereof R 1b is independently selected from halogen, CN, C 1-C 2-alkyl, C 1-C 2-alkoxy, C 1-C 2-haloalkyl, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl and C 1-C 2-haloalkoxy. Specifically, R 1b is independently selected from F, Cl, OH, CN, CH 3, OCH 3, cyclopropyl, 1-F-cyclopropyl, 1-Cl-cyclopropyl, and halogenmethoxy. |
In still another embodiment thereof R 1b is independently selected from C 1-C 2-alkyl, C 1-C 2-alkoxy, C 1-C 2-haloalkyl, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl and C 1-C 2-haloalkoxy. Specifically, R 1b is independently selected from OH, CH 3, OCH 3, cyclopropyl, 1-F-cyclopropyl, 1-Cl-cyclopropyl and halogenmethoxy, more specifically independently selected from OH, CH 3, OCH 3, cyclopropyl, 1-F-cyclopropyl, 1-Cl-cyclopropyl and OCHF 2. |
Particularly preferred embodiments of R 1 according to the invention are in Table P1 below, wherein each line of lines P1-1 to P1-16 corresponds to one particular embodiment of the invention. Thereby, for every R 1 that is present in the inventive compounds, these specific embodiments and preferences apply independently of the meaning of any other R 1 that may be present in the ring: |
[TABLE-US-00001]
| TABLE P1 |
|
| “Ts” in the table stands for the tosylgroup SO2—(p-CH3)phenyl. |
|
No. |
R1 |
|
|
P1-1 |
H |
|
P1-2 |
Cl |
|
P1-3 |
F |
|
P1-4 |
Br |
|
P1-5 |
OH |
|
P1-6 |
CN |
|
P1-7 |
NO2 |
|
P1-8 |
CH3 |
|
P1-9 |
—CH2CH3 |
|
P1-10 |
CF3 |
|
P1-11 |
CHF2 |
|
P1-12 |
OCH3 |
|
P1-13 |
OCH2CH3 |
|
P1-14 |
OCF3 |
|
P1-15 |
OCHF2 |
|
P1-16 |
—NH-Ts |
|
|
R 2 according to the invention is is in each case independently selected from hydrogen, halogen, OH, CN, NO 2, SH, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH—SO 2—R x, C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl, C 1-C 6-alkoxy, C 3-C 6-cycloalkyl, five- or six-membered heteroaryl and aryl; wherein the heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein R x is C 1-C 4-alkyl, C 1-C 4-haloalkyl, unsubstituted aryl or aryl that is substituted by one, two, three, four or five substituents R x2 independently selected from C 1-C 4-alkyl; wherein the aliphatic moieties of R 2 are unsubstituted or substituted with identical or different groups R 2a which independently of one another are selected from: |
R 2a halogen, OH, CN, C 1-C 6-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy, C 1-C 6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or unsubstituted or substituted with R 22a selected from halogen, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 4-haloalkoxy; |
wherein the cycloalkyl, heteroaryl and aryl moieties of R 2 are unsubstituted or substituted with identical or different groups R 2b which independently of one another are selected from: |
R 2b halogen, OH, CN, C 1-C 4-alkyl, C 1-C 4-alkoxy, C 1-C 4-haloalkyl, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy and C 1-C 6-alkylthio. |
For every R 2 that is present in the inventive compounds, the following embodiments and preferences apply independently of the meaning of the other R 2 that may be present in the ring. |
In one embodiment of formula I, R 2 is halogen, in particular Br, F or Cl, more specifically F or Cl. |
In still another embodiment of formula I, R 2 is hydrogen. |
In still another embodiment of formula I, R 2 is OH. |
According to a further specific embodiment R 2 is NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl)2 or NH—SO 2—R x, wherein R x is C 1-C 4-alkyl, C 1-C 4-haloalkyl, unsubstituted aryl or aryl that is substituted by one, two, three, four or five substituents R x2 independently selected from C 1-C 4-alkyl. |
In still another embodiment of formula I, R 2 is C 1-C 6-alkyl, in particular C 1-C 4-alkyl, such as CH 3. |
In still another embodiment of formula I, R 2 is C 1-C 6-haloalkyl, in particular C 1-C 4-haloalkyl, such as CF 3, CHF 2, CH 2F, CCl 3, CHCl 2 or CH 2Cl. |
According to still a further embodiment, R 2 is C 2-C 6-alkenyl or C 2-C 6-haloalkenyl, in particular C 2-C 4-alkenyl or C 2-C 4-haloalkenyl, such as CH═CH 2. |
According to still a further embodiment, R 2 is C 2-C 6-alkynyl or C 2-C 6-haloalkynyl, in particular C 2-C 4-alkynyl or C 2-C 4-haloalkynyl, such as C≡CH. |
In still another embodiment of formula I, R 2 is C 1-C 6-alkoxy, in particular C 1-C 4-alkoxy, more specifically C 1-C 2-alkoxy such as OCH 3 or OCH 2CH 3. |
In still another embodiment of formula I, R 2 is C 1-C 6-haloalkoxy, in particular C 1-C 4-haloalkoxy, more specifically C 1-C 2-haloalkoxy such as OCF 3, OCHF 2, OCH 2F, OCCl 3, OCHCl 2 or OCH 2Cl, in particular OCF 3, OCHF 2, OCCl 3 or OCHCl 2. |
According to a further specific embodiment R 2 is C 3-C 6-cycloalkyl, in particular cyclopropyl. |
In a further specific embodiment, R 2 is C 3-C 6-cycloalkyl, for example cyclopropyl, substituted by one, two, three or up to the maximum possible number of identical or different groups R 2b as defined and preferably herein. |
In still another embodiment of formula I, R 2 is C 3-C 6-halocycloalkyl. In a special embodiment R 2 is fully or partially halogenated cyclopropyl. |
In still another embodiment of formula I, R 2 is unsubstituted aryl or aryl that is substituted by one, two, three or four R 2b, as defined herein. In particular, R 2 is unsubstituted phenyl or phenyl that is substituted by one, two, three or four R 2b, as defined herein. |
In still another embodiment of formula I, R 2 is unsubstituted 5- or 6-membered heteroaryl. According to still a further embodiment, R 2 is 5- or 6-membered heteroaryl that is substituted by one, two or three R 2b, as defined herein. |
In still another embodiment of formula I, R 2 is in each case independently selected from hydrogen, halogen, OH, CN, NO 2, SH, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH—SO 2—R x, C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl, C 1-C 6-alkoxy and C 3-C 6-cycloalkyl; wherein the aliphatic moieties of R 2 are not further substituted or carry one, two, three, four or five identical or different groups R 2a as defined below and wherein the cycloalkyl moieties of R 2 are not further substituted or carry one, two, three, four or five identical or different groups R 2b as defined below. |
In still another embodiment of formula I, R 2 is independently selected from hydrogen, halogen, OH, C 1-C 6-alkyl, C 1-C 6-haloalkyl, C 1-C 6-alkoxy and C 1-C 6-haloalkoxy, in particular independently selected from F, Cl, Br, CN, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 4-haloalkoxy. |
R 2a are the possible substituents for the aliphatic moieties of R 2. |
R 2a according to the invention is independently selected from halogen, OH, CN, C 1-C 6-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy, C 1-C 6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or unsubstituted or substituted with R 22a selected from the group consisting of halogen, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 4-haloalkoxy, in particular selected from halogen, C 1-C 2-alkyl, C 1-C 2-haloalkyl, C 1-C 2-alkoxy and C 1-C 2-haloalkoxy, more specifically selected from halogen, such as F, Cl and Br. |
According to one embodiment R 2a is independently selected from halogen, OH, CN, C 1-C 2-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl and C 1-C 2-haloalkoxy. Specifically, R 2a is independently selected from F, Cl, OH, CN, C 1-C 2-alkoxy, cyclopropyl, 1-F-cyclopropyl, 1-Cl-cyclopropyl and C 1-C 2-haloalkoxy. |
In one embodiment R 2a is independently selected from halogen, such as F, Cl, Br and I, more specifically F, Cl and Br. |
In still another embodiment of formula I, R 2a is independently selected from OH, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl and C 1-C 2-haloalkoxy. Specifically, R 2a is independently selected from OH, cyclopropyl and C 1-C 2-haloalkoxy. |
R 2b are the possible substituents for the cycloalkyl, heteroaryl and aryl moieties of R 2. |
R 2b according to the invention is independently selected from halogen, OH, CN, C 1-C 4-alkyl, C 1-C 4-alkoxy, C 1-C 4-haloalkyl, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl and C 1-C 4-haloalkoxy. |
According to one embodiment thereof R 2b is independently selected from halogen, CN, C 1-C 2-alkyl, C 1-C 2-alkoxy, C 1-C 2-haloalkyl, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl and C 1-C 2-haloalkoxy. Specifically, R 2b is independently selected from F, Cl, OH, CN, CH 3, OCH 3, cyclopropyl, 1-F-cyclopropyl, 1-Cl-cyclopropyl and halogenmethoxy. |
In still another embodiment thereof R 2b is independently selected from C 1-C 2-alkyl, C 1-C 2-alkoxy, C 1-C 2-haloalkyl, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl and C 1-C 2-haloalkoxy. Specifically, R 2b is independently selected from OH, CH 3, OCH 3, cyclopropyl, 1-F-cyclopropyl, 1-Cl-cyclopropyl and halogenmethoxy, more specifically independently selected from OH, CH 3, OCH 3, cyclopropyl, 1-F-cyclopropyl, 1-Cl-cyclopropyl and OCHF 2. |
Particularly preferred embodiments of R 2 according to the invention are in Table P2 below, wherein each line of lines P2-1 to P2-16 corresponds to one particular embodiment of the invention. Thereby, for every R 2 that is present in the inventive compounds, these specific embodiments and preferences apply independently of the meaning of any other R 2 that may be present in the ring: |
[TABLE-US-00002]
| TABLE P2 |
|
| “Ts” in the table stands for the tosylgroup SO2—(p-CH3)phenyl. |
|
No. |
R2 |
|
|
P2-1 |
H |
|
P2-2 |
Cl |
|
P2-3 |
F |
|
P2-4 |
Br |
|
P2-5 |
OH |
|
P2-6 |
CN |
|
P2-7 |
NO2 |
|
P2-8 |
CH3 |
|
P2-9 |
CH2CH3 |
|
P2-10 |
CF3 |
|
P2-11 |
CHF2 |
|
P2-12 |
OCH3 |
|
P2-13 |
OCH2CH3 |
|
P2-14 |
OCF3 |
|
P2-15 |
OCHF2 |
|
P2-16 |
NH-Ts |
|
|
R 3,R 4 are independently selected from, halogen, OH, CN, NO 2, SH, C 1-C 6-alkylthio, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH—SO 2—R x, C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl, C 1-C 6-alkoxy, C 1-C 6-haloalkoxy, a saturated or partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbocycle or heterocycle, wherein in each case one or two CH 2 groups of the carbo- and heterocycle may be replaced by a group independently selected from C(═O) and C(═S), five- or six-membered heteroaryl and aryl; wherein the heterocycle and the heteroaryl contain independently one, two, three or four heteroatoms selected from N, O and S; wherein the aliphatic moieties of R 3 and R 4 are independently unsubstituted or substituted with identical or different groups R 3a or R 4a, respectively, which independently of one another are selected from: |
R 3a,R 4a halogen, OH, CN, NO 2, SH, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH(C(═O)C 1-C 4-alkyl), N(C(═O)C 1-C 4-alkyl) 2, C 1-C 6-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy, C 1-C 6-alkylthio, aryl and phenoxy, wherein the aryl and phenyl groups are independently unsubstituted or substituted with substituents selected from the group consisting of halogen, OH, CN, NO 2, SH, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH(C(═O)C 1-C 4-alkyl), N(C(═O)C 1-C 4-alkyl) 2, NH—SO 2—R x, C 1-C 6-alkylthio, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 4-haloalkoxy; |
wherein the carbocyclic, heterocyclic, heteroaryl and aryl moieties of R 3 and R 4 are independently unsubstituted or substituted with identical or different groups R 3b or R 4b, respectively, which independently of one another are selected from: |
R3b, R 4b halogen, OH, CN, NO 2, SH, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH(C(═O)C 1-C 4-alkyl), N(C(═O)C 1-C 4-alkyl) 2, NH—SO 2—R x, C 1-C 4-alkyl, C 1-C 4-alkoxy, C 1-C 4-haloalkyl, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy, C 1-C 6-alkylthio, C 1-C 6-haloalkylthio, C 1-C 4-alkoxy-C 1-C 4-alkyl, phenyl and phenoxy, wherein the phenyl groups are unsubstituted or substituted with substituents selected from halogen, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 4-haloalkoxy; and wherein R x is as defined above; |
In still another embodiment of formula I, R 3 is selected from halogen, OH, CN, SH, C 1-C 6-alkylthio, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH—SO 2—R x, C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl, C 1-C 6-alkoxy and C 1-C 6-haloalkoxy, in particular halogen, OH, CN, C 1-C 4-alkylthio, C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl, C 1-C 6-alkoxy and C 1-C 6-haloalkoxy, wherein R x is defined below; and wherein the aliphatic moieties of R 4 are unsubstituted or substituted with identical or different groups R 3a as defined below. |
In still another embodiment of formula I, R 3 is C 1-C 6-alkyl, such as H, CH 3, C 2H 5, n-propyl, i-propyl, n-butyl, i-butyl, tert-butyl, n-pentyl or i-pentyl. |
In still another embodiment of formula I, R 3 is C 1-C 6-alkyl, such as CH 3, C 2H 5, n-propyl, i-propyl, n-butyl, i-butyl, tert-butyl, n-pentyl or i-pentyl. |
In still another embodiment of formula I, R 3 is C 2-C 6-alkenyl, such as ethenyl, 1-propenyl, 2-propenyl (allyl), 1-methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, especially ethenyl and allyl. |
In still another embodiment of formula I, R 3 is C 2-C 6-alkynyl, such ethynyl, prop-1-ynyl, prop-2-ynyl (propargyl), but-1-ynyl, but-2-ynyl, but-3-ynyl, 1-methyl-prop-2-ynyl, especially ethynyl and propargyl. |
In still another embodiment of formula I, R 3 is C 1-C 6-haloalkyl, in particular C 1-C 4-haloalkyl, more specifically C 1-C 2-haloalkyl, such as CF 3, CCl 3, FCH 2, ClCH 2, F 2CH, Cl 2CH, CF 3CH 2, CCl 3CH 2 or CF 2CHF 2. |
In still another embodiment of formula I, R 3 is phenyl-C 1-C 6-alkyl, such as phenyl-CH 2, wherein the phenyl moiety in each case is unsubstituted or substituted by one, two or three identical or different groups R 3b which independently of one another are selected from halogen, C 1-C 2-alkyl, C 1-C 2-alkoxy, C 1-C 2-haloalkyl and C 1-C 2-haloalkoxy, in particular F, Cl, Br, CH 3, OCH 3, CF 3 and OCF 3. |
In still another embodiment of formula I, R 3 is aryl, in particular phenyl, wherein the aryl or phenyl moiety in each case is unsubstituted or substituted by identical or different groups R 3b which independently of one another are selected from halogen, C 1-C 2-alkyl, C 1-C 2-alkoxy, C 1-C 2-haloalkyl and C 1-C 2-haloalkoxy, in particular F, Cl, Br, CH 3, OCH 3, CF 3 and OCF 3. In one embodiment, R 3 is unsubstituted phenyl. In another embodiment, R 3 is phenyl, that is substituted by one, two or three, in particular one, halogen, in particular selected from F, Cl and Br, more specifically selected from F and Cl. |
In still another embodiment of formula I, R 3 is a partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbocycle or heterocycle, in particular three-, four-, five- or six-membered, wherein the heterocycle contains one, two, three or four heteroatoms selected from N, O and S, and wherein the carbocycle and heterocycle are unsubstituted or substituted with substituents R 3b as defined below. According to one embodiment thereof, the carbocycle or heterocycle is unsubstituted. |
According to still a further embodiment, R 3 is a saturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbocycle or heterocycle, in particular three-, four-, five- or six-membered, wherein the heterocycle contains one, two, three or four heteroatoms selected from N, O and S, and wherein the carbocycle and heterocycle are unsubstituted or substituted with substituents R 3b as defined below. According to one embodiment thereof, the carbocycle or heterocycle is unsubstituted. |
In still another embodiment of formula I, R 3 is a partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered heterocycle, in particular three-, four-, five- or six-membered, wherein the heterocycle contains one, two, three or four heteroatoms selected from N, O and S, and wherein the heterocycle is unsubstituted or substituted bysubstituents R 3b as defined below. According to one embodiment thereof, the heterocycle is unsubstituted. |
In still another embodiment of formula I, R 3 is a saturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered heterocycle, in particular three-, four-, five- or six-membered, wherein the heterocycle contains one, two, three or four heteroatoms selected from N, O and S, and wherein the heterocycle is unsubstituted or substituted bysubstituents R 3b as defined below. According to one embodiment thereof, the heterocycle is unsubstituted. |
In still another embodiment of formula I, in the embodiments of R 3 described above, the heterocycle contains preferably one, two or three, more specifically one or two heteroatoms selected from N, O and S. More specifically, the hetereocycle contains one heteroatom selected from N, O and S. In particular, the heterocycle contains one or two, in particular one O. |
In still another embodiment of formula I, R 3 is a 5-membered saturated heterocycle which contains 1, 2 or 3, in particular 1 or 2, heteroatoms from the group consisting of N, O and S, as ring members. In one embodiment, the heterocycle contains one O as heteroatom. According to one embodiment thereof, the heterocycle is unsubstituted, i.e. it does not carry any substituent R 3b. In still another embodiment of formula I, it is substituted by R 3b. |
In still another embodiment of formula I, R 3 is a 6-membered saturated heterocycle which contains 1, 2 or 3, in particular 1 or 2, heteroatoms from the group consisting of N, O and S as ring members. According to one embodiment thereof, the heterocycle is unsubstituted, i.e. it does not carry any substituent R 3b. In still another embodiment of formula I, it is substituted by R 3b. According to one specific embodiment thereof, said 6-membered saturated heterocycle contains 1 or 2, in particular 1, heteroatom(s) O. According to one embodiment thereof, the respective 6-membered heterocycle is unsubstituted, i.e. it does not carry any substituent R 3b. In still another embodiment of formula I, it is substituted by R 3b. |
In still another embodiment of formula I, R 3 is a partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbocycle, in particular three-, four-, five- or six-membered, wherein the carbocycle is unsubstituted or substituted by substituents R 3b as defined below. According to one embodiment thereof, the carbocycle is unsubstituted. |
In still another embodiment of formula I, R 3 is a saturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbocycle, in particular three-, four-, five- or six-membered, wherein the carbocycle is unsubstituted or substituted bysubstituents R 3b as defined below. According to one embodiment thereof, the carbocycle is unsubstituted. |
In one embodiment, R 3 is a 3-membered saturated carbocycle. According to one embodiment thereof, the carbocycle is unsubstituted, i.e. it does not carry any substituent R 3b. In still another embodiment of formula I, it is substituted by R 3b. |
In one embodiment, R 3 is a 4-membered saturated carbocycle. According to one embodiment thereof, the carbocycle is unsubstituted, i.e. it does not carry any substituent R 3b. In still another embodiment of formula I, it is substituted by R 3b. |
In one embodiment, R 3 is a 5-membered saturated carbocycle. According to one embodiment thereof, the carbocycle is unsubstituted, i.e. it does not carry any substituent R 3b. In still another embodiment of formula I, it is substituted by R 3b. |
In one embodiment, R 3 is a 6-membered saturated carbocycle. According to one embodiment thereof, the carbocycle is unsubstituted, i.e. it does not carry any substituent R 3b. In still another embodiment of formula I, it is substituted by R 3b. |
In still another embodiment of formula I, R 3 is selected from, C 1-C 6-alkyl, C 1-C 6-haloalkyl, phenyl-C 1-C 6-alkyl, halogenphenyl-C 1-C 6-alkyl, phenyl, halogenphenyl and three-, four-, five- or six-membered carbocycle, wherein the carbocycle is unsubstituted or is substituted by substituents R 3b as defined below. According to one embodiment thereof, the carbocycle is unsubstituted. In a particular embodiment, R 3 is selected from, C 1-C 6-alkyl, C 1-C 6-haloalkyl, phenyl-CH 2, halogenphenyl-CH 2, phenyl, halogenphenyl and three-, four-, five- or six-membered carbocycle, wherein the carbocycle is unsubstituted or it is substituted by substituents R 3b as defined below. |
In still another embodiment of formula I, R 3 is selected from C 1-C 6-alkyl, C 1-C 6-haloalkyl, phenyl-C 1-C 6-alkyl, halogenphenyl-C 1-C 6-alkyl, phenyl, halogenphenyl and three-, four-, five- or six-membered carbocycle, wherein the carbocycle is unsubstituted or carries one, two, three or four substituents R 3b as defined below. According to one embodiment thereof, the carbocycle is unsubstituted. In a particular embodiment, R 3 is selected from C 1-C 6-alkyl, C 1-C 6-haloalkyl, phenyl-CH 2, halogenphenyl-CH 2, phenyl, halogenphenyl and three-, four-, five- or six-membered carbocycle, wherein the carbocycle is unsubstituted or it is substituted by substituents R 3b as defined below. |
Particularly preferred embodiments of R 3 according to the invention are in Table P3 below, wherein each line of lines P3-1 to P3-33 corresponds to one particular embodiment of the invention. The connection point to the carbon atom, to which R 3 is bound is marked with “#” in the drawings. |
[TABLE-US-00003]
|
No. |
R3 |
|
|
|
P3-1 |
CH2CH═CH2 |
|
P3-2 |
CH3 |
|
P3-3 |
C2H5 |
|
P3-4 |
CH2CH2CH3 |
|
P3-5 |
CH(CH3)2 |
|
P3-6 |
CH2CH2CH2CH3 |
|
P3-7 |
CH2CH(CH3)2 |
|
P3-8 |
C(CH3)3 |
|
P3-9 |
CH2CH2CH2CH2CH3 |
|
P3-10 |
CH2CH2CH(CH3)2 |
|
P3-11 |
CF3 |
|
P3-12 |
CHF2 |
|
P3-13 |
CHCl2 |
|
P3-14 |
CH2F |
|
P3-15 |
CH2Cl |
|
P3-16 |
CH2CF3 |
|
P3-17 |
CH2CCl3 |
|
P3-18 |
CF2CHF2 |
|
P3-19 |
C6H5 |
|
P3-20 |
4-Cl—C6H4 |
|
P3-21 |
4-F—C6H4 |
|
P3-22 |
CH2—C6H5 |
|
P3-23 |
3-py |
|
P3-24 |
2-py |
|
P3-25 |
4-py |
|
|
|
P3-26 |
|
|
|
|
P3-27 |
|
|
|
|
P3-28 |
|
|
|
|
P3-29 |
|
|
|
|
P3-30 |
|
|
|
|
P3-31 |
|
|
|
|
P3-32 |
|
|
|
|
P3-33 |
|
|
|
|
According to one embodiment, R 4 is selected from, halogen, OH, CN, SH, C 1-C 6-alkylthio, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH—SO 2—R x, C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl, C 1-C 6-alkoxy and C 1-C 6-haloalkoxy, in particular hydrogen, halogen, OH, CN, C 1-C 4-alkylthio, C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl, C 1-C 6-alkoxy and C 1-C 6-haloalkoxy, wherein R x is defined below; and wherein the aliphatic moieties of R 4 are unsubstituted or substituted with identical or different groups R 4a as defined below. In still another embodiment of formula I, R 4 is selected from halogen, OH, CN, SH, C 1-C 6-alkylthio, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH—SO 2—R x, C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl, C 1-C 6-alkoxy and C 1-C 6-haloalkoxy, in particular halogen, OH, CN, C 1-C 4-alkylthio, C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl, C 1-C 6-alkoxy and C 1-C 6-haloalkoxy, wherein R x is defined below; and wherein the aliphatic moieties of R 4 are unsubstituted or substituted with identical or different groups R 4a as defined below. |
In still another embodiment of formula I, R 4 is C 1-C 6-alkyl, such as H, CH 3, C 2H 5, n-propyl, i-propyl, n-butyl, i-butyl, tert-butyl, n-pentyl, or i-pentyl. |
In still another embodiment of formula I, R 4 is C 1-C 6-alkyl, such as CH 3, C 2H 5, n-propyl, i-propyl, n-butyl, i-butyl, tert-butyl, n-pentyl, or i-pentyl. |
In still another embodiment of formula I, R 4 is C 2-C 6-alkenyl, such as ethenyl, 1-propenyl, 2-propenyl (allyl), 1-methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, especially ethenyl and allyl. |
In still another embodiment of formula I, R 4 is C 2-C 6-alkynyl, such ethynyl, prop-1-ynyl, prop-2-ynyl (propargyl), but-1-ynyl, but-2-ynyl, but-3-ynyl, 1-methyl-prop-2-ynyl, especially ethynyl and propargyl. |
In still another embodiment of formula I, R 4 is C 1-C 6-haloalkyl, in particular C 1-C 4-haloalkyl, more specifically C 1-C 2-haloalkyl, such as CF 3, CCl 3, FCH 2, ClCH 2, F 2CH, Cl 2CH, CF 3CH 2, CCl 3CH 2 or CF 2CHF 2. |
In still another embodiment of formula I, R 4 is phenyl-C 1-C 6-alkyl, such as phenyl-CH 2, wherein the phenyl moiety in each case is unsubstituted or substituted by one, two or three identical or different groups R 4b which independently of one another are selected from halogen, C 1-C 2-alkyl, C 1-C 2-alkoxy, C 1-C 2-haloalkyl and C 1-C 2-haloalkoxy, in particular F, Cl, Br, CH 3, OCH 3, CF 3 and OCF 3. |
In still another embodiment of formula I, R 4 is aryl, in particular phenyl, wherein the aryl or phenyl moiety in each case is unsubstituted or substituted by identical or different groups R 4b which independently of one another are selected from halogen, C 1-C 2-alkyl, C 1-C 2-alkoxy, C 1-C 2-haloalkyl and C 1-C 2-haloalkoxy, in particular F, Cl, Br, CH 3, OCH 3, CF 3 and OCF 3. In one embodiment, R 4 is unsubstituted phenyl. In another embodiment, R 4 is phenyl, that is substituted by one, two or three, in particular one, halogen, in particular selected from F, Cl and Br, more specifically selected from F and Cl. |
In still another embodiment of formula I, R 4 is a partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbocycle or heterocycle, in particular three-, four-, five- or six-membered, wherein the heterocycle contains one, two, three or four heteroatoms selected from N, O and S, and wherein the carbocycle and heterocycle are unsubstituted or substituted with substituents R 4b as defined below. According to one embodiment thereof, the carbocycle or heterocycle is unsubstituted. |
According to still a further embodiment, R 4 is a saturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbocycle or heterocycle, in particular three-, four-, five- or six-membered, wherein the heterocycle contains one, two, three or four heteroatoms selected from N, O and S, and wherein the carbocycle and heterocycle are unsubstituted or substituted with substituents R 4b as defined below. According to one embodiment thereof, the carbocycle or heterocycle is unsubstituted. |
In still another embodiment of formula I, R 4 is a partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered heterocycle, in particular three-, four-, five- or six-membered, wherein the heterocycle contains one, two, three or four heteroatoms selected from N, O and S, and wherein the heterocycle is unsubstituted or substituted by substituents R 4b as defined below. According to one embodiment thereof, the heterocycle is unsubstituted. |
In still another embodiment of formula I, R 4 is a saturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered heterocycle, in particular three-, four-, five- or six-membered, wherein the heterocycle contains one, two, three or four heteroatoms selected from N, O and S, and wherein the heterocycle is unsubstituted or substituted by substituents R 4b as defined below. According to one embodiment thereof, the heterocycle is unsubstituted. |
In still another embodiment of formula I, in the embodiments of R 4 described above, the heterocycle contains preferably one, two or three, more specifically one or two heteroatoms selected from N, O and S. More specifically, the hetereocycle contains one heteroatom selected from N, O and S. In particular, the heterocycle contains one or two, in particular one O. |
In one embodiment, R 4 is a 4-membered saturated heterocycle which contains 1 or 2 heteroatoms, in particular 1 heteroatom, from the group consisting of N, O and S, as ring members. In one embodiment, the heterocycle contains one O as heteroatom. For example, the formed heterocycle is oxetane. According to one embodiment thereof, the heterocycle is unsubstituted, i.e. it does not carry any substituent R 4b. In still another embodiment of formula I, it is substituted by R 4b. |
In still another embodiment of formula I, R 4 is a 5-membered saturated heterocycle which contains 1, 2 or 3, in particular 1 or 2, heteroatoms from the group consisting of N, O and S, as ring members. In one embodiment, the heterocycle contains one O as heteroatom. According to one embodiment thereof, the heterocycle is unsubstituted, i.e. it does not carry any substituent R 4b. In still another embodiment of formula I, it is substituted by R 4b. |
In still another embodiment of formula I, R 4 is a 6-membered saturated heterocycle which contains 1, 2 or 3, in particular 1 or 2, heteroatoms from the group consisting of N, O and S as ring members. According to one embodiment thereof, the heterocycle is unsubstituted, i.e. it does not carry any substituent R 4b. In still another embodiment of formula I, it is substituted by R 4b. According to one specific embodiment thereof, said 6-membered saturated heterocycle contains 1 or 2, in particular 1, heteroatom(s) O. According to one embodiment thereof, the respective 6-membered heterocycle is unsubstituted, i.e. it does not carry any substituent R 4b. In still another embodiment of formula I, it is substituted by R 4b. |
In still another embodiment of formula I, R 4 is a partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbocycle, in particular three-, four-, five- or six-membered, wherein the carbocycle is unsubstituted or substituted by substituents R 4b as defined below. According to one embodiment thereof, the carbocycle is unsubstituted. |
In still another embodiment of formula I, R 4 is a saturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbocycle, in particular three-, four-, five- or six-membered, wherein the carbocycle is unsubstituted or substituted by substituents R 4b as defined below. According to one embodiment thereof, the carbocycle is unsubstituted. |
In one embodiment, R 4 is a 3-membered saturated carbocycle. According to one embodiment thereof, the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b. In still another embodiment of formula I, it is substituted by R 4b. |
In one embodiment, R 4 is a 4-membered saturated carbocycle. According to one embodiment thereof, the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b. In still another embodiment of formula I, it is substituted by R 4b. |
In one embodiment, R 4 is a 5-membered saturated carbocycle. According to one embodiment thereof, the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b. In still another embodiment of formula I, it is substituted by R 4b. |
In one embodiment, R 4 is a 6-membered saturated carbocycle. According to one embodiment thereof, the carbocycle is unsubstituted, i.e. it does not carry any substituent R 4b. In still another embodiment of formula I, it is substituted by R 4b. |
In still another embodiment of formula I, R 4 is selected from, C 1-C 6-alkyl, C 1-C 6-haloalkyl, phenyl-C 1-C 6-alkyl, halogenphenyl-C 1-C 6-alkyl, phenyl, halogenphenyl and three-, four-, five- or six-membered carbocycle, wherein the carbocycle is unsubstituted or is substituted by substituents R 4b as defined below. According to one embodiment thereof, the carbocycle is unsubstituted. In a particular embodiment, R 4 is selected from C 1-C 6-alkyl, C 1-C 6-haloalkyl, phenyl-CH 2, halogenphenyl-CH 2, phenyl, halogenphenyl and three-, four-, five- or six-membered carbocycle, wherein the carbocycle is unsubstituted or is substituted by substituents R 4b as defined below. |
In still another embodiment of formula I, R 4 is selected from C 1-C 6-alkyl, C 1-C 6-haloalkyl, phenyl-C 1-C 6-alkyl, halogenphenyl-C 1-C 6-alkyl, phenyl, halogenphenyl and three-, four-, five- or six-membered carbocycle, wherein the carbocycle is unsubstituted or substituted bysubstituents R 4b as defined below. According to one embodiment thereof, the carbocycle is unsubstituted. In a particular embodiment, R 4 is selected from C 1-C 6-alkyl, C 1-C 6-haloalkyl, phenyl-CH 2, halogenphenyl-CH 2, phenyl, halogenphenyl and three-, four-, five- or six-membered carbocycle, wherein the carbocycle is unsubstituted or substituted bysubstituents R 4b as defined below. Particularly preferred embodiments of R 4 according to the invention are in Table P4 below, wherein each line of lines P4-1 to P4-33 corresponds to one particular embodiment of the invention, wherein P4-1 to P4-33 are also in any combination with one another a preferred embodiment of the present invention. The connection point to the carbon atom, to which R 4 is bound is marked with “#” in the drawings. |
[TABLE-US-00004]
|
No. |
R4 |
|
|
P4-1 |
CH2CH═CH2 |
|
P4-2 |
CH3 |
|
P4-3 |
C2H5 |
|
P4-4 |
CH2CH2CH3 |
|
P4-5 |
CH(CH3)2 |
|
P4-6 |
CH2CH2CH2CH3 |
|
P4-7 |
CH2CH(CH3)2 |
|
P4-8 |
C(CH3)3 |
|
P4-9 |
CH2CH2CH2CH2CH3 |
|
P4-10 |
CH2CH2CH(CH3)2 |
|
P4-11 |
CF3 |
|
P4-12 |
CHF2 |
|
P4-13 |
CHCl2 |
|
P4-14 |
CH2F |
|
P4-15 |
CH2Cl |
|
P4-16 |
CH2CF3 |
|
P4-17 |
CH2CCl3 |
|
P4-18 |
CF2CHF2 |
|
P4-19 |
C6H5 |
|
P4-20 |
4-Cl—C6H4 |
|
P4-21 |
4-F—C6H4 |
|
P4-22 |
CH2—C6H5 |
|
P4-23 |
3-py |
|
P4-24 |
2-py |
|
P4-25 |
4-py |
|
P4-26 |
C1 |
|
P4-27 |
C2 |
|
P4-28 |
C3 |
|
P4-29 |
C4 |
|
P4-30 |
C5 |
|
P4-31 |
C6 |
|
P4-32 |
C7 |
|
P4-33 |
C8 |
|
|
Particularly preferred embodiments of combinations of R 3 and R 4 according to the invention are in Table P34 below, wherein each line of lines P34-1 to P34-233 corresponds to one particular embodiment of the invention, wherein P34-1 to P34-233 are also in any combination with one another a preferred embodiment of the present invention. The carbon atom, to which R 3 and R 4 are bound is marked with * in the drawings. “Ts” in the drawings stands for the tosylgroup SO 2—(p—CH 3)phenyl. The abbreviations of the cycles (C1 to C8) are explained in Table P3 above |
[TABLE-US-00005]
| TABLE P34 |
|
| (py = pyridyl): |
|
No. |
R3 |
R4 |
|
|
P34-1 |
CH2CH═CH2 |
CH2CH═CH2 |
|
P34-2 |
CH3 |
CH2CH═CH2 |
|
P34-3 |
C2H5 |
CH2CH═CH2 |
|
P34-4 |
CH3 |
CH3 |
|
P34-5 |
C2H5 |
CH3 |
|
P34-6 |
C2H5 |
C2H5 |
|
P34-7 |
C1 |
CH2CH═CH2 |
|
P34-8 |
C2 |
CH2CH═CH2 |
|
P34-9 |
C3 |
CH2CH═CH2 |
|
P34-10 |
C4 |
CH2CH═CH2 |
|
P34-11 |
C5 |
CH2CH═CH2 |
|
P34-12 |
C6 |
CH2CH═CH2 |
|
P34-13 |
C7 |
CH2CH═CH2 |
|
P34-14 |
C8 |
CH2CH═CH2 |
|
P34-15 |
C1 |
CH3 |
|
P34-16 |
C2 |
CH3 |
|
P34-17 |
C3 |
CH3 |
|
P34-18 |
C4 |
CH3 |
|
P34-19 |
C5 |
CH3 |
|
P34-20 |
C6 |
CH3 |
|
P34-21 |
C7 |
CH3 |
|
P34-22 |
C8 |
CH3 |
|
P34-23 |
C1 |
C2H5 |
|
P34-24 |
C2 |
C2H5 |
|
P34-25 |
C3 |
C2H5 |
|
P34-26 |
C4 |
C2H5 |
|
P34-27 |
C5 |
C2H5 |
|
P34-28 |
C6 |
C2H5 |
|
P34-29 |
C7 |
C2H5 |
|
P34-30 |
C8 |
C2H5 |
|
P34-31 |
C1 |
CH(CH3)2 |
|
P34-32 |
C2 |
CH(CH3)2 |
|
P34-33 |
C3 |
CH(CH3)2 |
|
P34-34 |
C4 |
CH(CH3)2 |
|
P34-35 |
C5 |
CH(CH3)2 |
|
P34-36 |
C6 |
CH(CH3)2 |
|
P34-37 |
C7 |
CH(CH3)2 |
|
P34-38 |
C8 |
CH(CH3)2 |
|
P34-39 |
C1 |
CH2CH2CH3 |
|
P34-40 |
C2 |
CH2CH2CH3 |
|
P34-41 |
C3 |
CH2CH2CH3 |
|
P34-42 |
C4 |
CH2CH2CH3 |
|
P34-43 |
C5 |
CH2CH2CH3 |
|
P34-44 |
C6 |
CH2CH2CH3 |
|
P34-45 |
C7 |
CH2CH2CH3 |
|
P34-46 |
C1 |
CH(CH3)2 |
|
P34-47 |
C2 |
CH(CH3)2 |
|
P34-48 |
C3 |
CH(CH3)2 |
|
P34-49 |
C4 |
CH(CH3)2 |
|
P34-50 |
C5 |
CH(CH3)2 |
|
P34-51 |
C6 |
CH(CH3)2 |
|
P34-52 |
C7 |
CH(CH3)2 |
|
P34-53 |
C8 |
CH(CH3)2 |
|
P34-54 |
C1 |
CH2CH2CH2CH3 |
|
P34-55 |
C2 |
CH2CH2CH2CH3 |
|
P34-56 |
C3 |
CH2CH2CH2CH3 |
|
P34-57 |
C4 |
CH2CH2CH2CH3 |
|
P34-58 |
C5 |
CH2CH2CH2CH3 |
|
P34-59 |
C6 |
CH2CH2CH2CH3 |
|
P34-60 |
C7 |
CH2CH2CH2CH3 |
|
P34-61 |
C8 |
CH2CH2CH2CH3 |
|
P34-62 |
C1 |
CH2CH(CH3)2 |
|
P34-63 |
C2 |
CH2CH(CH3)2 |
|
P34-64 |
C3 |
CH2CH(CH3)2 |
|
P34-65 |
C4 |
CH2CH(CH3)2 |
|
P34-66 |
C5 |
CH2CH(CH3)2 |
|
P34-67 |
C6 |
CH2CH(CH3)2 |
|
P34-68 |
C7 |
CH2CH(CH3)2 |
|
P34-69 |
C8 |
CH2CH(CH3)2 |
|
P34-70 |
C1 |
C(CH3)3 |
|
P34-71 |
C2 |
C(CH3)3 |
|
P34-72 |
C3 |
C(CH3)3 |
|
P34-73 |
C4 |
C(CH3)3 |
|
P34-74 |
C5 |
C(CH3)3 |
|
P34-75 |
C6 |
C(CH3)3 |
|
P34-76 |
C7 |
C(CH3)3 |
|
P34-77 |
C8 |
C(CH3)3 |
|
P34-78 |
C1 |
CH2CH2CH2CH2CH3 |
|
P34-79 |
C2 |
CH2CH2CH2CH2CH3 |
|
P34-80 |
C3 |
CH2CH2CH2CH2CH3 |
|
P34-81 |
C4 |
CH2CH2CH2CH2CH3 |
|
P34-82 |
C5 |
CH2CH2CH2CH2CH3 |
|
P34-83 |
C6 |
CH2CH2CH2CH2CH3 |
|
P34-84 |
C7 |
CH2CH2CH2CH2CH3 |
|
P34-85 |
C8 |
CH2CH2CH2CH2CH3 |
|
P34-86 |
C1 |
CH2CH2CH(CH3)2 |
|
P34-87 |
C2 |
CH2CH2CH(CH3)2 |
|
P34-88 |
C3 |
CH2CH2CH(CH3)2 |
|
P34-89 |
C4 |
CH2CH2CH(CH3)2 |
|
P34-90 |
C5 |
CH2CH2CH(CH3)2 |
|
P34-91 |
C6 |
CH2CH2CH(CH3)2 |
|
P34-92 |
C7 |
CH2CH2CH(CH3)2 |
|
P34-93 |
C8 |
CH2CH2CH(CH3)2 |
|
P34-94 |
C1 |
CF3 |
|
P34-95 |
C2 |
CF3 |
|
P34-96 |
C3 |
CF3 |
|
P34-97 |
C4 |
CF3 |
|
P34-98 |
C5 |
CF3 |
|
P34-99 |
C6 |
CF3 |
|
P34-100 |
C7 |
CF3 |
|
P34-101 |
C8 |
CF3 |
|
P34-102 |
C1 |
CHF2 |
|
P34-103 |
C2 |
CHF2 |
|
P34-104 |
C3 |
CHF2 |
|
P34-105 |
C4 |
CHF2 |
|
P34-106 |
C5 |
CHF2 |
|
P34-107 |
C6 |
CHF2 |
|
P34-108 |
C7 |
CHF2 |
|
P34-109 |
C8 |
CHF2 |
|
P34-110 |
C1 |
CHCl2 |
|
P34-111 |
C2 |
CHCl2 |
|
P34-112 |
C3 |
CHCl2 |
|
P34-113 |
C4 |
CHCl2 |
|
P34-114 |
C5 |
CHCl2 |
|
P34-115 |
C6 |
CHCl2 |
|
P34-116 |
C7 |
CHCl2 |
|
P34-117 |
C8 |
CHCl2 |
|
P34-118 |
C1 |
CH2F |
|
P34-119 |
C2 |
CH2F |
|
P34-120 |
C3 |
CH2F |
|
P34-121 |
C4 |
CH2F |
|
P34-122 |
C5 |
CH2F |
|
P34-123 |
C6 |
CH2F |
|
P34-124 |
C7 |
CH2F |
|
P34-125 |
C8 |
CH2F |
|
P34-126 |
C1 |
CH2Cl |
|
P34-127 |
C2 |
CH2Cl |
|
P34-128 |
C3 |
CH2Cl |
|
P34-129 |
C4 |
CH2Cl |
|
P34-130 |
C5 |
CH2Cl |
|
P34-131 |
C6 |
CH2Cl |
|
P34-132 |
C7 |
CH2Cl |
|
P34-133 |
C8 |
CH2Cl |
|
P34-134 |
C1 |
CH2CF3 |
|
P34-135 |
C2 |
CH2CF3 |
|
P34-136 |
C3 |
CH2CF3 |
|
P34-137 |
C4 |
CH2CF3 |
|
P34-138 |
C5 |
CH2CF3 |
|
P34-139 |
C6 |
CH2CF3 |
|
P34-140 |
C7 |
CH2CF3 |
|
P34-141 |
C8 |
CH2CF3 |
|
P34-142 |
C1 |
CH2CCl3 |
|
P34-143 |
C2 |
CH2CCl3 |
|
P34-144 |
C3 |
CH2CCl3 |
|
P34-145 |
C4 |
CH2CCl3 |
|
P34-146 |
C5 |
CH2CCl3 |
|
P34-147 |
C6 |
CH2CCl3 |
|
P34-148 |
C7 |
CH2CCl3 |
|
P34-149 |
C8 |
CH2CCl3 |
|
P34-150 |
C1 |
C6H5 |
|
P34-151 |
C2 |
C6H5 |
|
P34-152 |
C3 |
C6H5 |
|
P34-153 |
C4 |
C6H5 |
|
P34-154 |
C5 |
C6H5 |
|
P34-155 |
C6 |
C6H5 |
|
P34-156 |
C7 |
C6H5 |
|
P34-157 |
C8 |
C6H5 |
|
P34-158 |
C1 |
4-Cl—C6H4 |
|
P34-159 |
C2 |
4-Cl—C6H4 |
|
P34-160 |
C3 |
4-Cl—C6H4 |
|
P34-161 |
C4 |
4-Cl—C6H4 |
|
P34-162 |
C5 |
4-Cl—C6H4 |
|
P34-163 |
C6 |
4-Cl—C6H4 |
|
P34-164 |
C7 |
4-Cl—C6H4 |
|
P34-165 |
C8 |
4-Cl—C6H4 |
|
P34-166 |
C1 |
4-F—C6H4 |
|
P34-167 |
C2 |
4-F—C6H4 |
|
P34-168 |
C3 |
4-F—C6H4 |
|
P34-169 |
C4 |
4-F—C6H4 |
|
P34-170 |
C5 |
4-F—C6H4 |
|
P34-171 |
C6 |
4-F—C6H4 |
|
P34-172 |
C7 |
4-F—C6H4 |
|
P34-173 |
C8 |
4-F—C6H4 |
|
P34-174 |
C1 |
CH2—C6H5 |
|
P34-175 |
C2 |
CH2—C6H5 |
|
P34-176 |
C3 |
CH2—C6H5 |
|
P34-177 |
C4 |
CH2—C6H5 |
|
P34-178 |
C5 |
CH2—C6H5 |
|
P34-179 |
C6 |
CH2—C6H5 |
|
P34-180 |
C7 |
CH2—C6H5 |
|
P34-181 |
C8 |
CH2—C6H5 |
|
P34-182 |
C1 |
3-py |
|
P34-183 |
C2 |
3-py |
|
P34-184 |
C3 |
3-py |
|
P34-185 |
C4 |
3-py |
|
P34-186 |
C5 |
3-py |
|
P34-187 |
C6 |
3-py |
|
P34-188 |
C7 |
3-py |
|
P34-189 |
C8 |
3-py |
|
P34-190 |
C1 |
4-py |
|
P34-191 |
C2 |
4-py |
|
P34-192 |
C3 |
4-py |
|
P34-193 |
C4 |
4-py |
|
P34-194 |
C5 |
4-py |
|
P34-195 |
C6 |
4-py |
|
P34-196 |
C7 |
4-py |
|
P34-197 |
C8 |
4-py |
|
P34-198 |
C1 |
C1 |
|
P34-199 |
C2 |
C1 |
|
P34-200 |
C3 |
C1 |
|
P34-201 |
C4 |
C1 |
|
P34-202 |
C5 |
C1 |
|
P34-203 |
C6 |
C1 |
|
P34-204 |
C7 |
C1 |
|
P34-205 |
C8 |
C1 |
|
P34-206 |
C2 |
C2 |
|
P34-207 |
C3 |
C2 |
|
P34-208 |
C4 |
C2 |
|
P34-209 |
C5 |
C2 |
|
P34-210 |
C6 |
C2 |
|
P34-211 |
C7 |
C2 |
|
P34-212 |
C8 |
C2 |
|
P34-213 |
C3 |
C3 |
|
P34-214 |
C4 |
C3 |
|
P34-215 |
C5 |
C3 |
|
P34-216 |
C6 |
C3 |
|
P34-217 |
C7 |
C3 |
|
P34-218 |
C8 |
C3 |
|
P34-219 |
C4 |
C4 |
|
P34-220 |
C5 |
C4 |
|
P34-221 |
C6 |
C4 |
|
P34-222 |
C7 |
C4 |
|
P34-223 |
C8 |
C4 |
|
P34-224 |
C5 |
C5 |
|
P34-225 |
C6 |
C5 |
|
P34-226 |
C7 |
C5 |
|
P34-227 |
C8 |
C5 |
|
P34-228 |
C6 |
C6 |
|
P34-229 |
C7 |
C6 |
|
P34-230 |
C8 |
C6 |
|
P34-231 |
C7 |
C7 |
|
P34-232 |
C8 |
C7 |
|
P34-233 |
C8 |
C8 |
|
|
R x in the substituent NH-S0 2-Rx is in each case independently selected from C 1-C 4-alkyl, C 1-C 4-haloalkyl, unsubstituted aryl and aryl that is substituted by one, two, three, four or five substituents R x1 independently selected from C 1-C 4-alkyl. In particular, R x is in each case independently selected from C 1-C 4-alkyl and phenyl that is substituted by one, two or three R x1 independently selected from C 1-C 2-alkyl, more specifically R x is in each case independently selected from C 1-C 4-alkyl and phenyl that is substituted by one CH 3., more specifically SO 2—R x is the tosyl group (“Ts”). |
R 3a are the possible substituents for the the aliphatic moieties of R 3 and the R 3a are in each case independently selected from halogen, OH, CN, NO 2, SH, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH(C(═O)C 1-C 4-alkyl), N(C(═O)C 1-C 4-alkyl) 2, C 1-C 6-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy, C 1-C 6-alkylthio, aryl and phenoxy, wherein the aryl and phenyl groups are independently unsubstituted or substituted with substituents selected from halogen, OH, CN, NO 2, SH, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH(C(═O)C 1-C 4-alkyl), N(C(═O)C 1-C 4-alkyl) 2, NH—SO 2—R x, C 1-C 6-alkylthio, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy, and C 1-C 4-haloalkoxy. |
In one preferred embodiment, R 3a is in each case independently selected from halogen, OH, CN, C 1-C 6-alkoxy, C 1-C 6-haloalkoxy, phenyl and halogenphenyl, wherein the halogenphenyl is substituted by halogen selected from the group consisting of F, Cl and Br. In one further preferred embodiment, R 3a is in each case independently selected from halogen, phenyl and halogenphenyl, wherein the halogenphenyl is substituted by halogen selected from the group consisting of F, Cl and Br, in particular selected from F and Cl. |
R 3b are the possible substituents for the carbocycle, heterocycle, heteroaryl and aryl moieties and are independently selected from halogen, OH, CN, NO 2, SH, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH(C(═O)C 1-C 4-alkyl), N(C(═O)C 1-C 4-alkyl) 2, NH—SO 2—R x, C 1-C 4-alkyl, C 1-C 4-alkoxy, C 1-C 4-haloalkyl, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy, C 1-C 6-alkylthio, C 1-C 6-haloalkylthio, C 1-C 4-alkoxy-C 1-C 4-alkyl, phenyl and phenoxy, wherein the phenyl groups are unsubstituted or substituted with substituents selected from halogen, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy, and C 1-C 4-haloalkoxy. |
In one preferred embodiment, R 3b is in each case independently selected from halogen, OH, CN, SH, C 1-C 6-alkyl, C 1-C 6-haloalkyl, C 1-C 6-alkoxy, C 1-C 6-haloalkoxy, and C 1-C 6-alkylthio. In one further preferred embodiment, R 3b is in each case independently selected from halogen, C 1-C 6-alkyl and C 1-C 6-haloalkyl. In one further particular embodiment, R 3b is in each case independently selected from C 1-C 6-alkyl, such as methyl and ethyl. In one further particular embodiment, R 3b is in each case independently selected from halogen, such as F, Cl, and Br. |
R 4a are the possible substituents for the the aliphatic moieties of R 4 and the R 4a are in each case independently selected from halogen, OH, CN, NO 2, SH, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH(C(═O)C 1-C 4-alkyl), N(C(═O)C 1-C 4-alkyl) 2, C 1-C 6-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy, C 1-C 6-alkylthio, aryl and phenoxy, wherein the aryl and phenyl groups are independently unsubstituted or substituted with substituents selected from halogen, OH, CN, NO 2, SH, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH(C(═O)C 1-C 4-alkyl), N(C(═O)C 1-C 4-alkyl) 2, NH—SO 2—R x, C 1-C 6-alkylthio, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy, and C 1-C 4-haloalkoxy. |
In one preferred embodiment, R 4a is in each case independently selected from halogen, OH, CN, C 1-C 6-alkoxy, C 1-C 6-haloalkoxy, phenyl and halogenphenyl, wherein the halogenphenyl is substituted by halogen selected from the group consisting of F, Cl and Br. In one further preferred embodiment, R 4a is in each case independently selected from halogen, phenyl and halogenphenyl, wherein the halogenphenyl is substituted by halogen selected from the group consisting of F, Cl and Br, in particular selected from F and Cl. |
R 4b are the possible substituents for the carbocycle, heterocycle, heteroaryl and aryl moieties and are independently selected from halogen, OH, CN, NO 2, SH, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH(C(═O)C 1-C 4-alkyl), N(C(═O)C 1-C 4-alkyl) 2, NH—SO 2—R x, C 1-C 4-alkyl, C 1-C 4-alkoxy, C 1-C 4-haloalkyl, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy, C 1-C 6-alkylthio, C 1-C 6-haloalkylthio, C 1-C 4-alkoxy-C 1-C 4-alkyl, phenyl and phenoxy, wherein the phenyl groups are unsubstituted or substituted with substituents selected from the group consisting of halogen, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 4-haloalkoxy. |
In one preferred embodiment, R 4b is in each case independently selected from halogen, OH, CN, SH, C 1-C 6-alkyl, C 1-C 6-haloalkyl, C 1-C 6-alkoxy, C 1-C 6-haloalkoxy and C 1-C 6-alkylthio. In one further preferred embodiment, R 4b is in each case independently selected from halogen, C 1-C 6-alkyl and C 1-C 6-haloalkyl. In one further particular embodiment, R 4b is in each case independently selected from C 1-C 6-alkyl, such as CH 3 and C 2H 5. In one further particular embodiment, R 4b is in each case independently selected from halogen, such as F, Cl and Br. |
R 5 according to the invention is is C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl, C 3-C 6-cycloalkyl, saturated or partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered heterocycle, five- or six-membered heteroaryl or aryl; wherein the heterocycle or heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein R x is defined above; and wherein the aliphatic moieties of R 5 are unsubstituted or substituted with identical or different groups R 5a which independently of one another are selected from: |
R 5a halogen, OH, CN, C 1-C 6-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy, C 1-C 6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or carries one, two, three, four or five substituents R 55a selected from the group consisting of halogen, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C4-haloalkoxy; |
wherein the cycloalkyl, heterocycle, heteroaryl and aryl moieties of R 5 are not further substituted or carry one, two, three, four, five or up to the maximum number of identical or different groups R 5b which independently of one another are selected from: |
R 5b halogen, OH, CN, C 1-C 4-alkyl, C 1-C 4-alkoxy, C 1-C 4-haloalkyl, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy and C 1-C 6-alkylthio; or R 5 and R 6 together with the carbon atom to which they are bound form a saturated or partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbo- or heterocycle; wherein the heterocycle contains one, two, three or four heteroatoms selected from N, O and S, and wherein the carbocycle or heterocycle is unsubstituted or carries one, two, three or four substituents R 56 independently selected from halogen, OH, CN, NO 2, SH, NH 2, C 1-C 6-alkyl, C 1-C 6-haloalkyl, C 1-C 6-alkoxy, C 1-C 6-haloalkoxy, C 1-C 6-alkylthio, C 1-C 6-haloalkylthio, C 1-C 4-alkoxy-C 1-C 4-alkyl, phenyl and phenoxy; wherein the phenyl groups are unsubstituted or carry one, two, three, four or five substituents R 56a selected from the group consisting of halogen, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 4-haloalkoxy; and wherein in each case one or two CH 2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(═O) and C(═S); |
According to one embodiment, R 5 is selected from C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl and C 1-C 6-alkoxy; or R 5 together with R 6 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered carbocycle; wherein the carbocycle is unsubstituted or substituted by R 56 as defined below; in particular selected from hydrogen, F, Cl, Br, OH, CN, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH—SO 2—R x, C 1-C 4-alkyl and C 1-C 4-alkoxy; or R 5 together with R 6 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered carbocycle; wherein the carbocycle is unsubstituted or substituted by R 56 as defined below; and wherein R x is as defined and preferably defined below; and wherein the aliphatic moieties of R 5 are unsubstituted or substituted with identical or different groups R 5a as defined and preferably defined below. |
According to one embodiment, R 5 is selected from C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl and C 1-C 6-alkoxy; or R 5 together with R 6 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered carbocycle; wherein the carbocycle is unsubstituted or substituted by R 56 as defined below; in particular selected from F, Cl, Br, OH, CN, NH 2, |
NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH—SO 2—R x, C 1-C 4-alkyl and C 1-C 4-alkoxy; or R 5 together with R 6 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered carbocycle; wherein the carbocycle is unsubstituted or substituted by R 56 as defined below; and wherein R x is as defined and preferably defined below; and wherein the aliphatic moieties of R 5 are unsubstituted or substituted with identical or different groups R 5a as defined and preferably defined below. |
According to still a further embodiment, R 5 is selected from C 1-C 6-alkyl and C 1-C 6-alkoxy; or R 5 together with R 6 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered carbocycle; wherein the carbocycle is unsubstituted or substituted by R 56 as defined below; in particular selected from F, Cl, Br, OH, CN, C 1-C 4-alkyl and C 1-C 4-alkoxy; or R 5 together with R 6 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered carbocycle; wherein the carbocycle is unsubstituted or substituted by R 56 as defined below; and wherein the aliphatic moieties of R 5 are not further substituted or carry one, two, three or up to the maximum possible number of identical or different groups R 5a as defined and preferably defined below. |
In still another embodiment of formula I, R 5 is selected from C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 6-haloalkoxy; or R 5 together with R 6 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered, in particular 5- or 6-membered, carbocycle; in particular selected from hydrogen, F, Cl, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 6-haloalkoxy; or R 5 together with R 6and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered carbocycle, in particular 5- or 6-membered. |
According to still a further embodiment, R 5 is selected from C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 6-haloalkoxy; or R 5 together with R 6 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered, in particular 5- or 6-membered, carbocycle; in particular selected from F, Cl, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 6-haloalkoxy; or R 5 together with R 6 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered, in particular 5- or 6-membered, carbocycle. |
According to still a further embodiment, R 5 is selected from C 3-C 6-cycloalkyl, five- or six-membered heteroaryl or aryl, in particular C 3-C 6-cycloalkyl, five- or six-membered heteroaryl or phenyl; wherein the heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein the cycloalkyl, heteroaryl and aryl moieties are not further substituted or carry one, two, three, four, five or up to the maximum number of identical or different groups R 5b as defined and preferably defined below. |
According to still a further embodiment, R 5 is selected from C 3-C 6-cycloalkyl, five- or six-membered heteroaryl or aryl, in particular C 3-C 6-cycloalkyl, five- or six-membered heteroaryl or phenyl; wherein the heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein the cycloalkyl, heteroaryl and aryl moieties are not further substituted or carry one, two, three, four, five or up to the maximum number of identical or different groups R 5b as defined and preferably defined below. |
In still another embodiment of formula I, R 5 is C 1-C 6-alkyl, in particular C 1-C 4-alkyl, such as CH 3 or C 2H 5, more specifically CH 3. |
In still another embodiment of formula I, R 5 is C 1-C 6-haloalkyl, in particular C 1-C 4-haloalkyl, such as CF 3, CHF 2, CH 2F, CCl 3, CHCl 2 or CH 2Cl. |
According to still a further embodiment, R 5 is C 2-C 6-alkenyl or C 2-C 6-haloalkenyl, in particular C 2-C 4-alkenyl or C 2-C 4-haloalkenyl, such as CH═CH 2. |
According to still a further embodiment, R 5 is C 2-C 6-alkynyl or C 2-C 6-haloalkynyl, in particular C 2-C 4-alkynyl or C 2-C 4-haloalkynyl, such as C≡CH. |
In still another embodiment of formula I, R 5 is C 1-C 6-alkoxy, in particular C 1-C 4-alkoxy, more specifically C 1-C 2-alkoxy such as OCH 3 or OCH 2CH 3. |
In still another embodiment of formula I, R 5 is C 1-C 6-haloalkoxy, in particular C 1-C 4-haloalkoxy, more specifically C 1-C 2-haloalkoxy such as OCF 3, OCHF 2, OCH 2F, OCCl 3, OCHCl 2 or OCH 2Cl, in particular OCF 3, OCHF 2, OCCl 3 or OCHCl 2. |
According to a further specific embodiment R 5 is C 3-C 6-cycloalkyl, in particular cyclopropyl. |
In still a further specific embodiment, R 5 is C 3-C 6-cycloalkyl, for example cyclopropyl, substituted by one, two, three or up to the maximum possible number of identical or different groups R 5b as defined and preferably defined below. |
In still another embodiment of formula I, R 5 is C 3-C 6-halocycloalkyl. In a special embodiment R 5 is fully or partially halogenated cyclopropyl. According to a further specific embodiment R 5 is C 3-C 6-halocycloalkyl, in particular fully or partially halogenated cyclopropyl. |
In still another embodiment of formula I, aliphatic moieties of R 5 are not substituted. |
In still another embodiment of formula I, aliphatic moieties of R 5 are substituted with R 5a which is independently selected from halogen, OH, CN, C 1-C 6-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy, C 1-C 6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or carries one, two, three, four or five substituents R 55a selected from the group consisting of halogen, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 4-haloalkoxy. |
According to a further specific embodiment aliphatic moieties of R 5 are substituted with R 5a which is independently selected from halogen, OH, CN, C 1-C 6-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy, C 1-C 6-alkylthio. |
According to a further specific embodiment aliphatic moieties of R 5 are substituted with phenoxy, wherein the phenyl group is unsubstituted or carries one, two, three, four or five substituents R 55a selected from the group consisting of halogen, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 4-haloalkoxy. |
According to a further specific embodiment aliphatic moieties of R 5 are substituted with R 5a which is independently selected from halogen, OH, CN. |
According to a further specific embodiment aliphatic moieties of R 5 are substituted with R 5a which is C 1-C 6-alkyl, in particular C 1-C 4-alkyl, such as CH 3 or C 2H 5, more specifically CH 3. |
According to a further specific embodiment aliphatic moieties of R 5 are substituted with R 5a which is C 1-C 6-haloalkyl, in particular C 1-C 4-haloalkyl, such as CF 3, CHF 2, CH 2F, CCl 3, CHCl 2 or CH 2Cl. |
According to a further specific embodiment aliphatic moieties of R 5 are substituted with R 5a which is C 2-C 6-alkenyl or C 2-C 6-haloalkenyl, in particular C 2-C 4-alkenyl or C 2-C 4-haloalkenyl, such as CH═CH 2. |
According to a further specific embodiment aliphatic moieties of R 5 are substituted with R 5a which is C 2-C 6-alkynyl or C 2-C 6-haloalkynyl, in particular C 2-C 4-alkynyl or C 2-C 4-haloalkynyl, such as C≡CH. |
According to a further specific embodiment aliphatic moieties of R 5 are substituted with R 5a which is C 1-C 6-alkoxy, in particular C 1-C 4-alkoxy, more specifically C 1-C 2-alkoxy such as OCH 3 or OCH 2CH 3. |
According to a further specific embodiment aliphatic moieties of R 5 are substituted with R 5a which is C 1-C 6-haloalkoxy, in particular C 1-C 4-haloalkoxy, more specifically C 1-C 2-haloalkoxy such as OCF 3, OCHF 2, OCH 2F, OCCl 3, OCHCl 2 or OCH 2Cl, in particular OCF 3, OCHF 2, OCCl 3 or OCHCl 2. |
R 6 according to the invention is hydrogen, halogen, C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl, C 1-C 6-alkoxy, C 3-C 6-cycloalkyl, saturated or partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered heterocycle, five- or six-membered heteroaryl or aryl; wherein the heterocycle, heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein R x is defined above; and wherein the aliphatic moieties of R 6 are unsubstituted or substituted with identical or different groups R 6a which independently of one another are selected from: |
R 6a halogen, OH, CN, C 1-C 6-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy, C 1-C 6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or carries one, two, three, four or five substituents R 66a selected from the group consisting of halogen, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 4-haloalkoxy; |
wherein the cycloalkyl, heterocyle, heteroaryl and aryl moieties of R 6 are not further substituted or carry one, two, three, four, five or up to the maximum number of identical or different groups R 6b which independently of one another are selected from: |
R 6b halogen, OH, CN, C 1-C 4-alkyl, C 1-C 4-alkoxy, C 1-C 4-haloalkyl, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy, and C 1-C 6-alkylthio; or |
R 6 together with R 5 and with the carbon atom to which they are bound with the carbon atom to which they are bound form a saturated or partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbo- or heterocycle; wherein the heterocycle contains one, two, three or four heteroatoms selected from N, O and S, and wherein the carbocycle or heterocycle is unsubstituted or carries one, two, three or four substituents R 56independently selected from halogen, OH, CN, NO 2, SH, NH 2, C 1-C 6-alkyl, C 1-C 6-haloalkyl, C 1-C 6-alkoxy, C 1-C 6-haloalkoxy, C 1-C 6-alkylthio, C 1-C 6-haloalkylthio, C 1-C 4-alkoxy-C 1-C 4-alkyl, phenyl and phenoxy; wherein the phenyl groups are unsubstituted or carry one, two, three, four or five substituents R 56a selected from the group consisting of halogen, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 4-haloalkoxy; and wherein in each case one or two CH 2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(═O) and C(═S). |
According to one embodiment, R 6 is selected from H, halogen, C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl and C 1-C 6-alkoxy; or R 6 together with R 5 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered carbocycle; wherein the carbocycle is unsubstituted or substituted by R 56 as defined below; in particular selected from hydrogen, F, Cl, Br, OH, CN, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH—SO 2—R x, C 1-C 4-alkyl and C 1-C 4-alkoxy; or R 6 together with R 5 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered carbocycle; wherein the carbocycle is unsubstituted or substituted by R 56 as defined below; and wherein R x is as defined and preferably defined below; and wherein the aliphatic moieties of R 6 are not further substituted or carry one, two, three or up to the maximum possible number of identical or different groups R 6a as defined and preferably defined below. |
According to one embodiment, R 6 is selected from halogen, C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl and C 1-C 6-alkoxy; or R 6 together with R 5and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered carbocycle; wherein the carbocycle is unsubstituted or substituted by R 56 as defined below; in particular selected from F, Cl, Br, OH, CN, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH—SO 2—R x, C 1-C 4-alkyl and C 1-C 4-alkoxy; or R 6 together with R 5 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered carbocycle; wherein the carbocycle is unsubstituted or substituted by R 56 as defined below; and wherein R x is as defined and preferably defined below; and wherein the aliphatic moieties of R 6 are not further substituted or carry one, two, three or up to the maximum possible number of identical or different groups R 6a as defined and preferably defined below. |
According to still a further embodiment, R 6 is selected from hydrogen, halogen, C 1-C 6-alkyl and C 1-C 6-alkoxy; or R 6 together with R 5 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered carbocycle; wherein the carbocycle is unsubstituted or substituted by R 56 as defined below; in particular selected from hydrogen, F, Cl, Br, OH, CN, C 1-C a-alkyl and C 1-C 4-alkoxy; or R 6 together with R 5 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered carbocycle; wherein the carbocycle is unsubstituted or substituted by R 56 as defined below; and wherein the aliphatic moieties of R 6 are not further substituted or carry one, two, three or up to the maximum possible number of identical or different groups R 6a as defined and preferably defined below. |
According to still a further embodiment, R 6 is selected from halogen, C 1-C 6-alkyl and C 1-C 6-alkoxy; or R 6 together with R 5 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered carbocycle; wherein the carbocycle is unsubstituted or substituted by R 56 as defined below; in particular selected from F, Cl, Br, OH, CN, C 1-C 4-alkyl and C 1-C 4-alkoxy; or R 6 together with R 5 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered carbocycle; wherein the carbocycle is unsubstituted or substituted by R 56 as defined below; and wherein the aliphatic moieties of R 6 are not further substituted or carry one, two, three or up to the maximum possible number of identical or different groups R 6a as defined and preferably defined below. |
In still another embodiment of formula I, R 6 is selected from hydrogen, F, Cl, Br, I, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 6-haloalkoxy; or R 6 together with R 5 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered, in particular 5- or 6-membered, carbocycle; in particular selected from hydrogen, F, Cl, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 6-haloalkoxy; or R 6together with R 5 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered carbocycle, in particular 5- or 6-membered. |
According to still a further embodiment, R 6 is selected from F, Cl, Br, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 6-haloalkoxy; or R 6together with R 5 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered, in particular 5- or 6-membered, carbocycle; in particular selected from F, Cl, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 6-haloalkoxy; or R 6 together with R 5 and with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered, in particular 5- or 6-membered, carbocycle. |
According to still a further embodiment, R 6 is selected from hydrogen, C 3-C 6-cycloalkyl, five- or six-membered heteroaryl or aryl, in particular C 3-C 6-cycloalkyl, five- or six-membered heteroaryl or phenyl; wherein the heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein the cycloalkyl, heteroaryl and aryl moieties are not further substituted or carry one, two, three, four, five or up to the maximum number of identical or different groups R 6b as defined and preferably defined below. |
According to still a further embodiment, R 6 is selected from C 3-C 6-cycloalkyl, five- or six-membered heteroaryl or aryl, in particular C 3-C 6-cycloalkyl, five- or six-membered heteroaryl or phenyl; wherein the heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein the cycloalkyl, heteroaryl and aryl moieties are not further substituted or carry one, two, three, four, five or up to the maximum number of identical or different groups R 6b as defined and preferably defined below. |
In one embodiment of formula I, R 6 is hydrogen. |
According to one further specific embodiment, R 6 is hydrogen or halogen, in particular H, Br, F or Cl, according to one embodiment it is H or F, In still another embodiment of formula I, it is H or Cl. |
In one embodiment of formula I, R 6 is halogen, in particular Br, F or Cl, according to one embodiment it is F, In still another embodiment of formula I, it is Cl. |
In still another embodiment of formula I, R 6 is H or C 1-C 6-alkyl, in particular hydrogen or C 1-C 4-alkyl, such as H, CH 3 or C 2H 6, more specifically H or CH 3. |
In still another embodiment of formula I, R 6 is C 1-C 6-alkyl, in particular C 1-C 4-alkyl, such as CH 3 or C 2H 6, more specifically CH 3. |
In still another embodiment of formula I, R 6 is hydrogen or C 1-C 6-haloalkyl, in particular hydrogen or C 1-C 4-haloalkyl, such as H, CF 3, CHF 2, CH 2F, CCl 3, CHC12 or CH 2Cl. |
In still another embodiment of formula I, R 6 is C 1-C 6-haloalkyl, in particular C 1-C 4-haloalkyl, such as CF 3, CHF 2, CH 2F, CCl 3, CHCl 2 or CH 2Cl. |
In still another embodiment of formula I, R 6 is hydrogen, C 2-C 6-alkenyl or C 2-C 6-haloalkenyl, in particular hydrogen, C 2-C 4-alkenyl or C 2-C 4-haloalkenyl, such as hydrogen or CH═CH 2. |
According to still a further embodiment, R 6 is C 2-C 6-alkenyl or C 2-C 6-haloalkenyl, in particular C 2-C 4-alkenyl or C 2-C 4-haloalkenyl, such as CH═CH 2. |
In still another embodiment of formula I, R 6 is H, C 2-C 6-alkynyl or C 2-C 6-haloalkynyl, in particular H, C 2-C 4-alkynyl, or C 2-C 4-haloalkynyl, such as hydrogen or C≡CH. |
According to still a further embodiment, R 6 is C 2-C 6-alkynyl or C 2-C 6-haloalkynyl, in particular C 2-C 4-alkynyl or C 2-C 4-haloalkynyl, such as C≡CH. |
In still another embodiment of formula I, R 6 is H or C 1-C 6-alkoxy, in particular H or C 1-C 4-alkoxy, more specifically hydrogen or C 1-C 2-alkoxy such as H, OCH 3 or OCH 2CH 3. |
In still another embodiment of formula I, R 6 is C 1-C 6-alkoxy, in particular C 1-C 4-alkoxy, more specifically C 1-C 2-alkoxy such as OCH 3 or OCH 2CH 3. |
In still another embodiment of formula I, R 6 is hydrogen or C 1-C 6-haloalkoxy, in particular hydrogen or C 1-C 4-haloalkoxy, more specifically hydrogen or C 1-C 2-haloalkoxy such as H, OCF 3, OCHF 2, OCH 2F, OCCl 3, OCHCl 2 or OCH 2Cl, in particular H, OCF 3, OCHF 2, OCCl 3 or OCHCl 2. |
In still another embodiment of formula I, R 6 is C 1-C 6-haloalkoxy, in particular C 1-C 4-haloalkoxy, more specifically C 1-C 2-haloalkoxy such as OCF 3, OCHF 2, OCH 2F, OCCl 3, OCHCl 2 or OCH 2Cl, in particular OCF 3, OCHF 2, OCCl 3 or OCHCl 2. |
According to a further specific embodiment R 6 is hydrogen or C 3-C 6-cycloalkyl, in particular hydrogen or cyclopropyl. According to still a further specific embodiment R 6 is C 3-C 6-cycloalkyl, in particular cyclopropyl. |
In still a further specific embodiment, R 6 is hydrogen or C 3-C 6-cycloalkyl, for example cyclopropyl, substituted by one, two, three or up to the maximum possible number of identical or different groups R 6b as defined and preferably defined below. |
In still a further specific embodiment, R 6 is C 3-C 6-cycloalkyl, for example cyclopropyl, substituted by one, two, three or up to the maximum possible number of identical or different groups R 6b as defined and preferably defined below. |
In still another embodiment of formula I, R 6 is H or C 3-C 6-halocycloalkyl. In a special embodiment R 6 is H or fully or partially halogenated cyclopropyl. According to a further specific embodiment R 6 is C 3-C 6-halocycloalkyl, in particular fully or partially halogenated cyclopropyl. |
According to a further specific embodiment R 5 together with R 6 and with the carbon atom to which they are bound form a saturated or partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered carbo- or heterocycle wherein the heterocycle contains one, two, three or four heteroatoms selected from N, O and S, and wherein the carbocycle or heterocycle is unsubstituted or carries one, two, three or four substituents R 56 as defined below; and wherein in each case one or two CH 2 groups of the carbo- or heterocycle may be replaced by a group independently selected from C(═O) and C(═S). |
In still another embodiment of formula I,R 5 together with R 6 and with the carbon atom to which they are bound form a saturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered, in particular five- or six-membered carbocycle, that is unsubstituted or carries one, two, three or four substituents R 56 as defined below. According to one embodiment thereof, R 5 and R 6 form a cyclopentyl, that is unsubstituted or carries one, two, three or four substituents R 56 as defined below. According to one embodiment thereof, R 5 and R 6 form a cyclohexyl, that is unsubstituted or carries one, two, three or four substituents R 56 as defined below. |
In still another embodiment of formula I,R 5 together with R 6 and with the carbon atom to which they are bound form a saturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered, in particular three-, four-, five- or six-membered carbocycle, more specifically five- or six-membered carbocycle, that is unsubstituted or carries one, two, three or four substituents R 56 as defined below. According to one embodiment thereof, R 5 and R 6form a cyclopropyl, that is unsubstituted or carries one, two, three or four substituents R 56 as defined below. In still another embodiment thereof, R 5 and R 6 form a cyclobutyl, that is unsubstituted or carries one, two, three or four substituents R 56 as defined below. According to still a further embodiment thereof, R 5 and R 6 form a cyclopentyl, that is unsubstituted or carries one, two, three or four substituents R 56 as defined below. According to still a further embodiment thereof, R 5 and R 6 form a cyclohexyl, that is unsubstituted or carries one, two, three or four substituents R 56 as defined below. |
According to still one further embodiment R 5 together with R 6 and with the carbon atom to which they are bound form a saturated or partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered, in particular five- or six-membered, heterocycle, wherein the heterocycle contains one, two, three or four, in particular one or two, heteroatoms selected from N, O and S, and wherein the heterocycle is unsubstituted or carries one, two, three or four substituents R 56 as defined below. |
According to still one further embodiment R 5 together with R 6 and with the carbon atom to which they are bound form a saturated or partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered, in particular five- or six-membered, heterocycle, wherein the heterocycle contains one, two, three or four, in particular one or two, heteroatoms selected from N, O and S, and wherein the heterocycle is unsubstituted or carries one, two, three or four substituents R 56 as defined below. |
In a further particular embodiment, R 5 and R 6 are independently selected C 1-C 6-alkyl, or R 5 and R 6 together with the carbon atom to which they are bound form a saturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered, in particular three, four-, five- or six-membered carbocycle, that is unsubstituted or carries one, two, three or four substituents R 56 as defined below. In particular R 5 and R 6 are independently selected from H, F, Cl, Br and CH 3, or together with the carbon atom to which they are bound form a saturated three-, four-, five- or six-membered carbocycle, that is unsubstituted or carries one, two, three or four substituents R 56 as defined below. |
R x in the substituent NH—SO 2—R x is in each case independently selected from C 1-C 4-alkyl, C 1-C 4-haloalkyl, unsubstituted aryl and aryl that is substituted by one, two, three, four or five substituents R x1 independently selected from C 1-C 4-alkyl. In particular, R x is in each case independently selected from C 1-C 4-alkyl and phenyl that is substituted by one, two or three R x1 independently selected from C 1-C 2-alkyl, more specifically R x is in each case independently selected from C 1-C 4-alkyl and phenyl that is substituted by one CH 3., more specifically SO 2—R x is the tosyl group (“Ts”). |
R 5a are the possible substituents of the aliphatic moieties of R 5. The R 5a are independently of one another selected from halogen, OH, CN, C 1-C 6-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy, C 1-C 6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or carries one, two, three, four or five, more specifically one, two or three, substituents R 55a selected from the group consisting of halogen, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 4-haloalkoxy, in particular selected from F, Cl, OH, CH 3, halomethyl, cyclopropyl, halocyclopropyl, OCH 3 and halogenmethoxy. In one embodiment, the R 55a are independently selected from halogen, in particular F, Cl and Br, more specifically selected from F and Cl. |
According to one embodiment, R 5a are independently selected from halogen, OH, C 1-C 2-alkoxy, C 1-C 2-haloalkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, in particular selected from F, Cl, OH, cyclopropyl, halocyclopropyl, OCH 3 and halogenmethoxy. |
In one embodiment, R 5a are independently selected from halogen, in particular F, Cl and Br, more specifically F and Cl. |
R 5b are the possible substituents of the cycloalkyl, heteroaryl and aryl moieties of R 5. There may be one, two, three, four, five or up to the maximum number of identical or different groups R 5b, more specifically one, two or three, if at all. The R 5b are independently of one another selected from halogen, OH, CN, C 1-C 4-alkyl, C 1-C 4-alkoxy, C 1-C 4-haloalkyl, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy and C 1-C 6-alkylthio. |
According to one embodiment, R 5b are independently selected from halogen, OH, CN, C 1-C 2-alkyl, C 1-C 2-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 2-haloalkoxy and Ci-C2-alkylthio, in particular selected from F, Cl, CH 3, halogenmethyl, cyclopropyl, halocyclopropyl, OCH 3 and halogen methoxy. |
In one embodiment, R 5b are independently selected from halogen and C 1-C 2-alkyl, in particular from F, Cl and CH 3. Specifically, R 5b are selected from halogen. |
R 6a are the possible substituents of the aliphatic moieties of R 6. There may be one, two, three or up to the maximum possible number of identical or different groups R 6a present, specifically, there are one, two, three or four, if at all. The R 6a are independently of one another selected from halogen, OH, CN, C 1-C 6-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy, C 1-C 6-alkylthio and phenoxy, wherein the phenyl group is unsubstituted or carries one, two, three, four or five, more specifically one, two or three, substituents R 66a selected from the group consisting of halogen, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 4-haloalkoxy, in particular selected from F, Cl, OH, CH 3, halomethyl, cyclopropyl, halocyclopropyl, OCH 3 and halogenmethoxy. In one embodiment, the R 66a are independently selected from halogen, in particular F, Cl and Br, more specifically selected from F and Cl. |
According to one embodiment, R 6a are independently selected from halogen, OH, C 1-C 2-alkoxy, C 1-C 2-haloalkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, in particular selected from F, Cl, OH, cyclopropyl, halocyclopropyl, OCH 3 and halogenmethoxy. |
In one embodiment, R 6a are independently selected from halogen, in particular F, Cl and Br, more specifically F and Cl. |
R 6b are the possible substituents of the cycloalkyl, heteroaryl and aryl moieties of R 6. There may be one, two, three, four, five or up to the maximum number of identical or different groups R 6b, more specifically one, two or three, if at all. The R 6b are independently of one another selected from halogen, OH, CN, C 1-C 4-alkyl, C 1-C 4-alkoxy, C 1-C 4-haloalkyl, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy and C 1-C 6-alkylthio. |
According to one embodiment, R 6b are independently selected from halogen, OH, CN, C 1-C 2-alkyl, C 1-C 2-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 2-haloalkoxy and C 1-C 2-alkylthio, in particular selected from F, Cl, CH 3, halogenmethyl, cyclopropyl, halocyclopropyl, OCH 3 and halogen methoxy. |
In one embodiment, R 6b are independently selected from halogen and C 1-C 2-alkyl, in particular from F, Cl and CH 3. Specifically, R 6b are selected from halogen. |
R 56 are the possible substituents of the carbo- or heterocycle fromed by R 5 and R 6. There may be one, two, three or four substituents R 56 present, if at all. R 56 are independently selected from halogen, OH, CN, NO 2, SH, NH2, 01-06-alkyl, C 1-C 6-haloalkyl, C 1-C 6-alkoxy, C 1-C 6-haloalkoxy, C 1-C 6-alkylthio, C 1-C 6-haloalkylthio, C 1-C 4-alkoxy-C 1-C 4-alkyl, phenyl and phenoxy; wherein the phenyl groups are unsubstituted or carry one, two, three, four or five, in particular one, two or three, substituents R 56a selected from the group consisting of halogen, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 4-haloalkoxy. |
In one embodiment, R 56 are independently selected from halogen, OH, CN, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy, C 1-C 4-haloalkoxy, C 1-C 4-alkylthio, phenyl and phenoxy; wherein the phenyl groups are unsubstituted or carry one, two or three substituents R 56a selected from the group consisting of halogen, OH, CH 3, halogenmethyl, OCH 3 and halogenmethoxy. |
In a further embodiment, R 56 are independently selected from halogen, OH, CN, C 1-C 2-alkyl, C 1-C 2-haloalkyl, C 1-C 2-alkoxy and C 1-C 2-haloalkoxy, in particular selected from F, Cl, OH, CH 3, halogenmethyl, OCH 3 and halogenmethoxy. |
In one particular embodiment, R 56 are independently selected from halogen and C 1-C 2-alkyl, in particular from F, Cl and CH 3. Specifically, R 56 are selected from halogen, such as F and Cl. |
Particularly preferred embodiments of the combination of R 5 and R 6 according to the invention are in Table P56 below, wherein each line of lines P56-1 to P56-20 corresponds to one particular embodiment of the invention, wherein P56-1 to P56-20 are also in any combination with one another a preferred embodiment of the present invention. |
[TABLE-US-00006]
| TABLE P56 |
|
|
No. |
R5 |
R6 |
|
|
P56-1 |
CH3 |
H |
|
P56-2 |
CH3 |
CH3 |
|
P56-3 |
CH3 |
C2H5 |
|
P56-4 |
CH3 |
F |
|
P56-5 |
CH3 |
Cl |
|
P56-6 |
CH3 |
Br |
|
P56-7 |
CH3 |
C6H5 |
|
P56-8 |
C2H5 |
H |
|
P56-9 |
C2H5 |
CH3 |
|
P56-10 |
C2H5 |
C2H5 |
|
P56-11 |
C2H5 |
F |
|
P56-12 |
C2H5 |
Cl |
|
P56-13 |
C2H5 |
Br |
|
P56-14 |
C2H5 |
C6H5 |
|
|
R 7 and R 8 together with the carbon atoms to which they are bound form a ring A as shown in structure I-A below |
(MOL) (CDX)
Wherein the ring A is a phenyl ring or five- or six-membered heteroaryl; wherein the ring A contains one, two or three heteroatoms selected from N, O and S, and wherein the ring A is substituted with (R 78) o, wherein o is 0, 1, 2 or 3; and R 78 are independently selected from halogen, OH, CN, NO 2, SH, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH(C(═O)C 1-C 4-alkyl), N(C(═O)C 1-C 4-alkyl) 2, NH—SO 2—R x, CH(═O), C(═O)C 1-C 6-alkyl, C(═O)NH(C 1-C 6-alkyl), CR′═NOR″, C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl, C 1-C 6-alkoxy, C 1-C 6-haloalkoxy, C 2-C 6-alkenyloxy, C 2-C 6-alkynyloxy, C 3-C 6-cycloalkyl, C 3-C 6-cycloalkenyl, three-, four-, five- or six-membered saturated or partially unsaturated heterocycle, five- or six-membered heteroaryl and phenyl; wherein the heterocycle or heteroaryl contains one, two or three heteroatoms selected from N, O and S; wherein R′ and R″ are independently selected from H, C 1-C 4-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl, C 3-C 6-cycloalkyl, saturated or partially unsaturated three-, four-, five-, six-, seven-, eight-, nine-, or ten-membered heterocycle, five- or six-membered heteroaryl or aryl; wherein the heterocycle or heteroaryl contains one, two or three heteroatoms selected from N, O and S, and wherein R′ and/or R″ are independently unsubstituted or substituted with R″′ independently selected from halogen, OH, CN, NO 2, SH, NH 2, NH(C 1-C 4-alkyl), N(C 1-C 4-alkyl) 2, NH—SO 2—R x, C 1-C 6-alkyl, C 1-C 6-haloalkyl, C 2-C 6-alkenyl, C 2-C 6-haloalkenyl, C 2-C 6-alkynyl, C 2-C 6-haloalkynyl, C 1-C 6-alkoxy, C 1-C 6-haloalkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl and phenyl; and wherein R x is defined above; and wherein the aliphatic moieties of R 78 are unsubstituted or substituted with identical or different groups R 78a which independently of one another are selected from: |
R 78a halogen, OH, CN, C 1-C 6-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-cycloalkenyl, C 3-C 6-halocycloalkyl, C 3-C 6-halocycloalkenyl, C 1-C 4-haloalkoxy, C 1-C 6-alkylthio, five- or six-membered heteroaryl, phenyl and phenoxy, wherein the heterorayl, phenyl and phenoxy group is unsubstituted or substituted with R 78a a selected from the group consisting of halogen, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 4-haloalkoxy; |
wherein the alicyclic, phenyl, heterocyclic and heteroaryl moieties of R 78 are unsubstituted or substituted with identical or different groups R 78b which independently of one another are selected from: |
R 78b halogen, OH, CN, C 1-C 4-alkyl, C 1-C 4-alkoxy, C 1-C 4-haloalkyl, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy and C 1-C 6-alkylthio. |
According to one embodiment, R 7 and R 8 together with the carbon atoms to which they are bound form a phenyl ring; wherein the phenyl is substituted with (R 78) o, as defined and preferably defined herein, wherein o is 0, 1 or 2. In one embodiment of formula I, o is 0. According to a further embodiment, o is 1 or 2. Particular embodiments thereof are listed in Table P78. |
In still another embodiment of formula I, R 7 and R 8 together with the carbon atoms to which they are bound form a phenyl ring; wherein the phenyl is substituted with (R 78) o, as defined and preferably defined herein, wherein o is 0. In still another embodiment of formula I, R 7 and R 8 together with the carbon atoms to which they are bound form a phenyl ring; wherein the phenyl is substituted with (R 78) o, wherein o is 1. In still another embodiment of formula I, R 7 and R 8 together with the carbon atoms to which they are bound form a phenyl ring; wherein the phenyl is substituted with (R 78) o, as defined and preferably defined herein, wherein o is 2. |
In still another embodiment of formula I, R 7 and R 8 together with the carbon atoms to which they are bound form a phenyl ring; wherein the phenyl is substituted with (R 78) o, as defined and preferably defined herein, wherein o is 3 and R 78. |
In still another embodiment of formula I, R 7 and R 8 together with the carbon atoms to which they are bound form a five- or six-membered heteroaryl; wherein the heteroaryl contains one or two heteroatoms selected from N, O and S, and wherein the heteroaryl carries zero, one or two substituents (R 78) o, as defined and preferably defined herein, wherein o is 0, 1 or 2. In one embodiment of formula I, o is 0. According to a further embodiment, o is 1 or 2. Particular embodiments thereof are listed in Table P78. |
In still another embodiment of formula I, R 7 and R 8 together with the carbon atoms to which they are bound form a five- or six-membered heteroaryl; wherein the heteroaryl contains one or two heteroatoms N, and wherein the heteroaryl carries zero, one or two substituents (R 78) o, as defined and preferably defined herein, wherein o is 0, 1 or 2. In one embodiment of formula I, o is 0. According to a further embodiment, o is 1 or 2. Particular embodiments thereof are listed in Table P78. |
In still another embodiment of formula I, R 7 and R 8 together with the carbon atoms to which they are bound form a five- or six-membered heteroaryl; wherein the heteroaryl contains one or two heteroatoms selected from S and O, and wherein the heteroaryl carries zero, one or two substituents (R 78) o, as defined and preferably defined herein, wherein o is 0, 1 or 2. In one embodiment of formula I, o is 0. According to a further embodiment, o is 1 or 2. Particular embodiments thereof are listed in Table P78. |
In still another embodiment of formula I, R 7 and R 8 together with the carbon atoms to which they are bound form a five- or six-membered heteroaryl; wherein the heteroaryl contains one heteroatom S, and wherein the heteroaryl carries zero, one or two substituents (R 78) o, as defined and preferably defined herein, wherein o is 0, 1 or 2. In one embodiment of formula I, o is 0. According to a further embodiment, o is 1 or 2. Particular embodiments thereof are listed in Table P78. |
In still another embodiment of formula I, R 7 and R 8 together with the carbon atoms to which they are bound form a five- or six-membered heteroaryl; wherein the heteroaryl contains one heteroatom O, and wherein the heteroaryl carries zero, one or two substituents (R 78) o, as defined and preferably defined herein, wherein o is 0, 1 or 2. In one embodiment of formula I, o is 0. According to a further embodiment, o is 1 or 2. Particular embodiments thereof are listed in Table P78. |
According to one embodiment, R 7 and R 8 together with the carbon atoms to which they are bound form a five-membered heteroaryl; wherein the heteroaryl contains one or two heteroatoms selected from N, O and S, and wherein the heteroaryl carries zero, one or two substituents (R 78) o, as defined and preferably defined herein, wherein o is 0, 1 or 2. In one embodiment of formula I, o is 0. According to a further embodiment, o is 1 or 2. Particular embodiments thereof are listed in Table P78. |
According to one embodiment, R 7 and R 8 together with the carbon atoms to which they are bound form a five-membered heteroaryl; wherein the heteroaryl contains one or two heteroatoms N, and wherein the heteroaryl carries zero, one or two substituents (R 78) o, as defined and preferably defined herein, wherein o is 0, 1 or 2. In one embodiment of formula I, o is 0. According to a further embodiment, o is 1 or 2. Particular embodiments thereof are listed in Table P78. |
According to one embodiment, R 7 and R 8 together with the carbon atoms to which they are bound form a five-membered heteroaryl; wherein the heteroaryl contains one or two heteroatoms selected from O and S, and wherein the heteroaryl carries zero, one or two substituents (R 78) o, as defined and preferably defined herein, wherein o is 0, 1 or 2. In one embodiment of formula I, o is 0. According to a further embodiment, o is 1 or 2. Particular embodiments thereof are listed in Table P78. |
According to one embodiment, R 7 and R 8 together with the carbon atoms to which they are bound form a five-membered heteroaryl; wherein the heteroaryl contains one heteroatom S, and wherein the heteroaryl carries zero, one or two substituents (R 78) o, as defined and preferably defined herein, wherein o is 0, 1 or 2. In one embodiment of formula I, o is 0. According to a further embodiment, o is 1 or 2. |
According to one embodiment, R 7 and R 8 together with the carbon atoms to which they are bound form a five-membered heteroaryl; wherein the heteroaryl contains one heteroatom O, and wherein the heteroaryl carries zero, one or two substituents (R 78) o, as defined and preferably defined herein, wherein o is 0, 1 or 2. In one embodiment of formula I, o is 0. According to a further embodiment, o is 1 or 2. Particular embodiments thereof are listed in Table P78. |
In still another embodiment of formula I, R 7 and R 8 together with the carbon atoms to which they are bound form a six-membered heteroaryl; wherein the heteroaryl contains one or two heteroatoms selected from N, O and S, and wherein the heteroaryl carries zero, one or two substituents (R 78) o, as defined and preferably defined herein, wherein o is 0, 1 or 2. In one embodiment of formula I, o is 0. According to a further embodiment, o is 1 or 2. Particular embodiments thereof are listed in Table P78. |
In still another embodiment of formula I, R 7 and R 8 together with the carbon atoms to which they are bound form a six-membered heteroaryl; wherein the heteroaryl contains one or two heteroatoms N, and wherein the heteroaryl carries zero, one or two substituents (R 78) o, as defined and preferably defined herein, wherein o is 0, 1 or 2. In one embodiment of formula I, o is 0. According to a further embodiment, o is 1 or 2. Particular embodiments thereof are listed in Table P78. |
According to the invention, there can be zero, one, two or three R 78 present, namely for o is 0, 1, 2 or 3. |
According to one embodiment, o is 0. |
In still another embodiment of formula I, o is 1. |
In still another embodiment of formula I, o is 2 or 3. According to one specific embodiment thereof, o is 2, In still another embodiment of formula I, o is 3. |
For every R 78 that is present in the compounds of formula I, the following embodiments and preferences apply independently of the meaning of any other R 78 that may be present in the ring. Furthermore, the particular embodiments and preferences given herein for R 78 apply independently for each of o=1, o=2 and o=3. |
In one embodiment of formula I, R 78 is halogen, in particular F, Cl, Br or I, more specifically F, Cl or Br, in particular F or Cl. |
In still another embodiment of formula I, R 78 is OH. |
In still another embodiment of formula I, R 78 is CN. |
In still another embodiment of formula I, R 78 is C 1-C 6-alkyl, in particular C 1-C 4-alkyl, such as CH 3. or C 2H 5, in particular CH 3. |
In still another embodiment of formula I, R 78 is C 1-C 6-haloalkyl, in particular C 1-C 4-haloalkyl, such as CF 3, CHF 2, CH2F, CCl 3, CHCl 2 and CH 2Cl. |
According to still a further embodiment, R 78 is C 2-C 6-alkenyl, in particular C 2-C 4-alkenyl, such as CH═CH 2. |
According to still a further embodiment, R 78 is C 3-C 6-cycloalkyl-C 2-C 6-alkenyl, in particular C 3-C 6-cycloalkyl-C 2-C 4-alkenyl, more specifically C 3-C 6-cycloalkyl-C 2-C 3-alkenyl, such as C 3H 5-CH═CH 2. |
In still another embodiment of formula I, R 78 is C 2-C 6-haloalkenyl, in particular C 2-C 4-haloalkenyl, more specifically C 2-C 3-haloalkenyl. |
According to still a further embodiment of formula I, R 78 is C 2-C 6-alkynyl, in particular C 2-C 4-alkynyl, more specifically C 2-C 3-alkynyl, such as C≡CH. |
According to still a further embodiment of formula I, R 78 is C 2-C 6-haloalkynyl, in particular C 2-C 4-haloalkynyl, more specifically C 2-C 3-haloalkynyl. |
In still another embodiment of formula I, R 78 is C 1-C 6-alkoxy, in particular C 1-C 4-alkoxy, more specifically C 1-C 2-alkoxy such as OCH 3 or OCH 2CH 3. |
In still another embodiment of formula I, R 78 is C 1-C 6-haloalkoxy, in particular C 1-C 4-halo-alkoxy, more specifically C 1-C 2-haloalkoxy such as OCF 3, OCHF 2, OCH 2F, OCCl 3, OCHCl 2, OCH 2Cl and OCF 2CHF 2, in particular OCF 3, OCHF 2 and OCF 2CHF 2. |
In still another embodiment of formula I, R 78 is unsubstituted phenyl or phenyl that is substituted by one, two, three or four R 78b, as defined and preferably herein. In particular, R 78 is unsubstituted phenyl or phenyl that is substituted by one, two, three or four R 78b, as defined herein. In one embodiment R 78 is unsubstituted phenyl. |
In still another embodiment of formula I, R 78 is in each case independently selected from halogen, CN, C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl, C 1-C 6-alkoxy, C 3-C 6-alkenyloxy, C 3-C 6-alkynyloxy, C 3-C 6-cycloalkyl, three-, four-, five- or six-membered saturated or partially unsaturated heterocycle, five- or six-membered heteroaryl and phenyl; wherein the heterocycle or heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein the aliphatic moieties of R 78 are unsubstituted or substituted with identical or different groups R 78a as defined and preferably defined herein, and wherein the heterocyclic, alicyclic, phenyl and heteroaryl moieties of R 78 are unsubstituted or substituted with identical or different groups R 78b as defined and preferably defined herein. |
In still another embodiment of formula I, R 78 is in each case independently selected from halogen, CN, C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl, C 1-C 6-alkoxy, C 1-C 6-haloalkoxy, C 3-C 6-alkenyloxy, C 3-C 6-alkynyloxy, C 3-C 6-cycloalkyl, three-, four-, five- or six-membered saturated or partially unsaturated heterocycle, five- or six-membered heteroaryl and phenyl; wherein the heterocycle or heteroaryl contains one, two or three heteroatoms selected from N, O and S; and wherein the aliphatic moieties of R 78 are unsubstituted or substituted with identical or different groups R 78a as defined and preferably defined herein, and wherein the heterocyclic, alicyclic, phenyl and heteroaryl moieties of R 78 are unsubstituted or substituted with identical or different groups R 78b as defined and preferably defined herein. Accordingto one specific embodiment, the aliphatic and cyclic moieties of R 78 are unsubstituted, according to another embodiment, the aliphatic moieties of R 78 substituted with identical or different groups R 78a as defined and preferably defined herein. |
In still another embodiment of formula I, R 78 is in each case independently selected from halogen, CN, C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl, C 1-C 6-alkoxy, C 3-C 6-alkenyloxy, C 3-C 6-alkynyloxy and C 3-C 6-cycloalkyl, wherein the aliphatic moieties of R 78 are unsubstituted or substituted with identical or different groups R 78a as defined and preferably defined herein, and wherein the cycloalkyl moieties of R 78 are unsubstituted or substituted with identical or different groups R 78b as defined and preferably defined herein. |
In still another embodiment of formula I, R 78 is in each case independently selected from halogen, CN, C 1-C 6-alkyl, C 2-C 6-alkenyl, C 2-C 6-alkynyl, C 1-C 6-alkoxy, C 1-C 6-haloalkoxy, C 3-C 6-alkenyloxy, C 3-C 6-alkynyloxy and C 3-C 6-cycloalkyl, wherein the aliphatic moieties of R 78 are unsubstituted or substituted with identical or different groups R 78a as defined and preferably defined herein, and wherein the cycloalkyl moieties of R 78 are unsubstituted or substituted with identical or different groups R 78b as defined and preferably defined herein. Accordingto one specific embodiment, the aliphatic and cyclic moieties of R 78 are not further substituted, according to another embodiment, the aliphatic moieties of R 78 carry one, two, three or four identical or different groups R 78a as defined and preferably defined herein. |
In still another embodiment of formula I, R 78 is in each case independently selected from halogen, C 1-C 6-alkyl and C 1-C 6-alkoxy, wherein the aliphatic moieties of R 78 are unsubstituted or substituted with identical or different groups R 78a defined and preferably defined herein. |
In still another embodiment of formula I, R 78 is in each case independently selected from halogen, C 1-C 6-alkyl, C 1-C 6-alkoxy and C 1-C 6-haloalkoxy, wherein the aliphatic moieties of R 78 are unsubstituted or substituted with identical or different groups R 78a defined and preferably defined herein. Accordingto one specific embodiment, the aliphatic and cyclic moieties of R 78 are not further substituted, according to another embodiment, the aliphatic moieties of R 78 carry one, two, three or four identical or different groups R 78a as defined and preferably defined herein. |
R 78a are the possible substituents for the aliphatic moieties of R 78. R 78a is independently selected from halogen, OH, CN, C 1-C 6-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-cycloalkenyl, C 3-C 6-halocycloalkyl, C 3-C 6-halocycloalkenyl, C 1-C 4-haloalkoxy, C 1-C 6-alkylthio, five- or six-membered heteroaryl, phenyl and phenoxy, wherein the heterorayl, phenyl and phenoxy group is unsubstituted or unsubstituted or substituted with R 78a a selected from the group consisting of halogen, OH, C 1-C 4-alkyl, C 1-C 4-haloalkyl, C 1-C 4-alkoxy and C 1-C 4-haloalkoxy. |
According to one embodiment R 78a is independently selected from halogen, C 1-C 6-alkoxy, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl and C 1-C 4-haloalkoxy. Specifically, R 78a is independently selected from F, Cl, Br, I, C 1-C 2-alkoxy, cyclopropyl, 1-F-cyclopropyl, 1-Cl-cyclopropyl and C 1-C 2-haloalkoxy. |
In still another embodiment of formula I, R 78a is independently halogen, in particular selected from F, Cl, Br and I, more specifically F, Cl and Br. |
R 78b are the possible substituents for the cycloalkyl, heterocyclyl, heteroaryl and phenyl moieties of R 78. R 78b according to the invention is independently selected from halogen, OH, CN, C 1-C 4-alkyl, C 1-C 4-alkoxy, C 1-C 4-haloalkyl, C 3-C 6-cycloalkyl, C 3-C 6-halocycloalkyl, C 1-C 4-haloalkoxy and C 1-C 6-alkylthio. |
According to one embodiment thereof R 78b is independently selected from halogen, CN, C 1-C 4-alkyl, C 1-C 4-alkoxy, C 1-C 4-haloalkyl and C 1-C 4-haloalkoxy, in particular halogen, C 1-C 4-alkyl and C 1-C 4-alkoxy. Specifically, R 78b is independently selected from F, Cl, CN, CH 3, OCH 3 and halogenmethoxy. |
Particularly preferred embodiments of R 7 and R 8, optionally substituted by (R 78) o, according to the invention are in Table P78 below, wherein each line of lines P78-1 to P78-42 corresponds to one particular embodiment of the invention, wherein P78-1 to P78-42 are also in any combination with one another a preferred embodiment of the present invention. Thereby, the positions of the pheny or heteroaryls marked with “#” represents the connection points (carbon atoms 5′ and 6′ in formula I) with the remaining skeleton of the compounds of formula I: |
[TABLE-US-00007]
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TABLE P78 |
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No. |
R7 + R8 |
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P78-1 |
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P78-2 |
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P78-3 |
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P78-4 |
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P78-5 |
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P78-6 |
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P78-7 |
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P78-8 |
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P78-9 |
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P78-10 |
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P78-11 |
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P78-12 |
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P78-13 |
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P78-14 |
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P78-15 |
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P78-16 |
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P78-17 |
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P78-18 |
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P78-19 |
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P78-20 |
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P78-21 |
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P78-22 |
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P78-23 |
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P78-24 |
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P78-25 |
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P78-26 |
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P78-27 |
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P78-28 |
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P78-29 |
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P78-30 |
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P78-31 |
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P78-32 |
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P78-33 |
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P78-34 |
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P78-35 |
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P78-36 |
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P78-37 |
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P78-38 |
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P78-39 |
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P78-40 |
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P78-41 |
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P78-42 |
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Preferred embodiments of the formula I are the following compounds I.A, I.B, I.C, I.D, I.E, I.F, I.G, I.H, 1.1, I.J, I.K and I.Ka. In these formulae, the substituents R 1, R 2, R 3, R 4, R 5, R 6, R 9, R 10, R 78 and o are independently as defined for formula I.:
(MOL) (CDX)
(MOL) (CDX)
According to one embodiment, o in each of the formulae I.A, I.B, I.C, I.D, I.E, I.F, I.G, I.H, I.I, I.J I.K and I.Ka, respectively, is 0, i.e. the heteroaryl or phenyl group is not substituted. These compounds are named I.A.1, I.B.1, I.C.1, I.D.1, I.E.1, I.F.1, I.G.1, I.H.1, I.I.1, I.J.1 and I.K.1, I.Ka.1 respectively.
Further preferred compounds I are the following compounds I.L, I.M, I.N, I.O, I.P, I.Q, I.R, I.S, I.T and I.U. In these formulae, the substituents R1, R2, R3, R4, R5, R6, R9, R10 , R78 and o are independently as defined or preferably defined herein:
(MOL) (CDX)
(MOL) (CDX)
According to one embodiment, o in each of the formulae I.L, I.M, I.N, I.O, I.P, I.Q, I.R, I.S, I.T and I.U, respectively, is 0, i.e. the heteroaryl is not substituted. These compounds are named I.L.1, I.M.1, I.N.1, I.O.1, I.P.1, I.Q.1, I.R.1, I.S.1, I.T.1 and I.U.1, respectively.
In particular with a view to their use, according to one embodiment, preference is given to the compounds of the formulae I.A, I.B, I.C, I.D, I.E, I.F, I.G, I.H, I.I, I.J, I.K and I.Ka that are compiled in the Tables 1a to 60a, Tables 1 b to 60b, Tables 1c to 60c, Tables 1d to 60d, Tables 1e to 56e, Tables if to 64f, Tables lg to 60g, Tables 1h to 60h, Tables 1i to 60i, Tables 1j to 32j, Tables 1k to 88k, Tables 1 Ka to 88Ka. Each of the groups mentioned for a substituent in the tables is furthermore per se, independently of the combination in which it is mentioned, a particularly preferred aspect of the substituent in question.
Table 1a Compounds of formula I.A in which o is 0, R 5is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 2a Compounds of formula I.A in which o is 0, R 5is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 3a Compounds of formula I.A in which o is 1, R 78 is 2″-F, R 5is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 4a Compounds of formula I.A in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 5a Compounds of formula I.A in which o is 1, R 78 is 2″-Br , R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 6a Compounds of formula I.A in which o is 1, R 78 is 2″-CH 3 , R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 7a Compounds of formula I.A in which o is 1, R 78 is 2″-OCH 3 , R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 8a Compounds of formula I.A in which o is 1, R 78 is 2″-OCHF 2 , R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 9a Compounds of formula I.A in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 10a Compounds of formula I.A in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 11a Compounds of formula I.A in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 12a Compounds of formula I.A in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 13a Compounds of formula I.A in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 14a Compounds of formula I.A in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 15a Compounds of formula I.A in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 16a Compounds of formula I.A in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B |
Table 17a Compounds of formula I.A in which o is 0, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 18a Compounds of formula I.A in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 19a Compounds of formula I.A in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 20a Compounds of formula I.A in which o is 1, R 78 is 2″-Br , R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 21a Compounds of formula I.A in which o is 1, R 78 is 2″-CH 3 , R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 22a Compounds of formula I.A in which o is 1, R 78 is 2″-OCH 3 , R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 23a Compounds of formula I.A in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 24a Compounds of formula I.A in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 25a Compounds of formula I.A in which o is 1, R 78 is 3″-F, R 5 is CH 3 R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 26a Compounds of formula I.A in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 27a Compounds of formula I.A in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 28a Compounds of formula I.A in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 29a Compounds of formula I.A in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 30a Compounds of formula I.A in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 31a Compounds of formula I.A in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 32a Compounds of formula I.A in which o is 0, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 33a Compounds of formula I.A in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 34a Compounds of formula I.A in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 35a Compounds of formula I.A in which o is 1, R 78 is 2″-Br , R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 36a Compounds of formula I.A in which o is 1, R 78 is 2″-CH 3 , R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 37a Compounds of formula I.A in which o is 1, R 78 is 2″-OCH 3 , R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 38a Compounds of formula I.A in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 39a Compounds of formula I.A in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 40a Compounds of formula I.A in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 41a Compounds of formula I.A in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 42a Compounds of formula I.A in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 43a Compounds of formula I.A in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 44a Compounds of formula I.A in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 45a Compounds of formula I.A in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 46a Compounds of formula I.A in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 47a Compounds of the formula I.A in which o is 0, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10for each individual compound corresponds in each case to one line of Table B. |
Table 48a Compounds of the formula I.A in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 49a Compounds of the formula I.A in which o is 1, R 78 is 2″-Br , R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 50a Compounds of the formula I.A in which o is 1, R 78 is 2″-Br , R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 51a Compounds of the formula I.A in which o is 1, R 78 is 2″-CH 3 , R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 52a Compounds of the formula I.A in which o is 1, R 78 is 2″-OCH 3 , R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 53a Compounds of the formula I.A in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 54a Compounds of the formula I.A in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 55a Compounds of the formula I.A in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 56a Compounds of the formula I.A in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 57a Compounds of the formula I.A in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 58a Compounds of the formula I.A in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 59a Compounds of the formula I.A in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 60a Compounds of the formula I.A in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 61a Compounds of the formula I.A in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 62a Compounds of the formula I.A in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 63a Compounds of the formula I.A in which o is 1, R 78 is 2″-Br , R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 64a Compounds of the formula I.A in which o is 1, R 78 is 2″-Br , R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 65a Compounds of the formula I.A in which o is 1, R 78 is 2″-CH 3 , R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 66a Compounds of the formula I.A in which o is 1, R 78 is 2″-OCH 3 , R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 67a Compounds of the formula I.A in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 68a Compounds of the formula I.A in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 69a Compounds of the formula I.A in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Hand the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 70a Compounds of the formula I.A in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 71a Compounds of the formula I.A in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 72a Compounds of the formula I.A in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 73a Compounds of the formula I.A in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 74a Compounds of the formula I.A in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 75a Compounds of the formula I.A in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 1 b Compounds of formula I.B in which o is 0, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 2b Compounds of formula I.B in which o is 0, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 3b Compounds of formula I.B in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 4b Compounds of formula I.B in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 5b Compounds of formula I.B in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 6b Compounds of formula I.B in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 7b Compounds of formula I.B in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 8b Compounds of formula I.B in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 9b Compounds of formula I.B in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 10b Compounds of formula I.B in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 11 b Compounds of formula I.B in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 12b Compounds of formula I.B in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 13b Compounds of formula I.B in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 14b Compounds of formula I.B in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 15b Compounds of formula I.B in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 16b Compounds of formula I.B in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 17b Compounds of formula I.B in which o is 0, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 18b Compounds of formula I.B in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 19b Compounds of formula I.B in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 20b Compounds of formula I.B in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 21b Compounds of formula I.B in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 22b Compounds of formula I.B in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 23b Compounds of formula I.B in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 24b Compounds of formula I.B in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 25b Compounds of formula I.B in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 26b Compounds of formula I.B in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 27b Compounds of formula I.B in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 28b Compounds of formula I.B in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 29b Compounds of formula I.B in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 30b Compounds of formula I.B in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 31b Compounds of formula I.B in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 32b Compounds of formula I.B in which o is 0, R 5 is R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 33b Compounds of formula I.B in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 34b Compounds of formula I.B in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 35b Compounds of formula I.B in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 36b Compounds of formula I.B in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 37b Compounds of formula I.B in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 38b Compounds of formula I.B in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 39b Compounds of formula I.B in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 40b Compounds of formula I.B in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 41b Compounds of formula I.B in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 42b Compounds of formula I.B in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 43b Compounds of formula I.B in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 44b Compounds of formula I.B in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 45b Compounds of formula I.B in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 46b Compounds of formula I.B in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 47b Compounds of the formula I.B in which o is 0, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10for each individual compound corresponds in each case to one line of Table B. |
Table 48b Compounds of the formula I.B in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 49b Compounds of the formula I.B in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 50b Compounds of the formula I.B in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 51b Compounds of the formula I.B in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 52b Compounds of the formula I.B in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 53b Compounds of the formula I.B in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 54b Compounds of the formula I.B in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 55b Compounds of the formula I.B in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 56b Compounds of the formula I.B in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 57b Compounds of the formula I.B in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 58b Compounds of the formula I.B in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 59b Compounds of the formula I.B in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 60b Compounds of the formula I.B in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 61b Compounds of the formula I.B in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 62b Compounds of formula I.B in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 63b Compounds of formula I.B in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 64b Compounds of formula I.B in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 65b Compounds of formula I.B in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 66b Compounds of formula I.B in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 67b Compounds of formula I.B in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 68b Compounds of formula I.B in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 69b Compounds of formula I.B in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 70b Compounds of formula I.B in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 71b Compounds of formula I.B in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 72b Compounds of formula I.B in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 73b Compounds of formula I.B in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 74b Compounds of formula I.B in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 75b Compounds of formula I.B in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 1c Compounds of formula I.C in which o is 0, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 2c Compounds of formula I.C in which o is 0, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 3c Compounds of formula I.C in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 4c Compounds of formula I.C in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 5c Compounds of formula I.C in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 6c Compounds of formula I.C in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 7c Compounds of formula I.C in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 8c Compounds of formula I.C in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 5, R 6, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 9c Compounds of formula I.C in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 10c Compounds of formula I.C in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 11c Compounds of formula I.C in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 12c Compounds of formula I.C in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 13c Compounds of formula I.C in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 14c Compounds of formula I.C in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 15c Compounds of formula I.C in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 16c Compounds of formula I.C in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 17c Compounds of formula I.C in which o is 0, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 18c Compounds of formula I.C in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 19c Compounds of formula I.C in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 20c Compounds of formula I.C in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 21c Compounds of formula I.C in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 22c Compounds of formula I.C in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 23c Compounds of formula I.C in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 5, R 6, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 24c Compounds of formula I.C in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 25c Compounds of formula I.C in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 26c Compounds of formula I.C in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 27c Compounds of formula I.C in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 28c Compounds of formula I.C in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 29c Compounds of formula I.C in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 30c Compounds of formula I.C in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 31c Compounds of formula I.C in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 32c Compounds of formula I.C in which o is 0, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 33c Compounds of formula I.C in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 34c Compounds of formula I.C in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 35c Compounds of formula I.C in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 36c Compounds of formula I.C in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 37c Compounds of formula I.C in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 38c Compounds of formula I.C in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 5, R 6, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 39c Compounds of formula I.C in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 40c Compounds of formula I.C in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 41c Compounds of formula I.C in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 42c Compounds of formula I.C in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 43c Compounds of formula I.C in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 44c Compounds of formula I.C in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 45c Compounds of formula I.C in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 46c Compounds of formula I.C in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 47c Compounds of the formula I.C in which o is 0, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10for each individual compound corresponds in each case to one line of Table B. |
Table 48c Compounds of the formula I.C in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 49c Compounds of the formula I.C in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 50c Compounds of the formula I.C in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 51c Compounds of the formula I.C in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 52c Compounds of the formula I.C in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 53c Compounds of the formula I.C in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 5, R 6, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 54c Compounds of the formula I.C in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 55c Compounds of the formula I.C in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 56c Compounds of the formula I.C in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 57c Compounds of the formula I.C in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 58c Compounds of the formula I.C in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 59c Compounds of the formula I.C in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 60c Compounds of the formula I.C in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is |
Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 61c Compounds of the formula I.C in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 62c Compounds of formula I.C in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 63c Compounds of formula I.C in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 64c Compounds of formula I.C in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 65c Compounds of formula I.C in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 66c Compounds of formula I.C in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 67c Compounds of formula I.C in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 68c Compounds of formula I.C in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 69c Compounds of formula I.C in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 70c Compounds of formula I.C in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 71c Compounds of formula I.C in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 72c Compounds of formula I.C in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 73c Compounds of formula I.C in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 74c Compounds of formula I.C in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 75c Compounds of formula I.C in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 1d Compounds of formula I.D in which o is 0, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 2d Compounds of formula I.D in which o is 0, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 3d Compounds of formula I.D in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 4d Compounds of formula I.D in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 5d Compounds of formula I.D in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 6d Compounds of formula I.D in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 7d Compounds of formula I.D in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 8d Compounds of formula I.D in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 9d Compounds of formula I.D in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 10d Compounds of formula I.D in which o is 1, R 78 is 3″-F, R 5 is F, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 11d Compounds of formula I.D in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 12d Compounds of formula I.D in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 13d Compounds of formula I.D in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 14d Compounds of formula I.D in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 15d Compounds of formula I.D in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 16d Compounds of formula I.D in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 17d Compounds of formula I.D in which o is 0, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 18d Compounds of formula I.D in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 19d Compounds of formula I.D in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 20d Compounds of formula I.D in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 21d Compounds of formula I.D in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 22d Compounds of formula I.D in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 23d Compounds of formula I.D in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 24d Compounds of formula I.D in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 25d Compounds of formula I.D in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 26d Compounds of formula I.D in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 27d Compounds of formula I.D in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 28d Compounds of formula I.D in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 29d Compounds of formula I.D in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 30d Compounds of formula I.D in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 31d Compounds of formula I.D in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 32d Compounds of formula I.D in which o is 0, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 33d Compounds of formula I.D in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 34d Compounds of formula I.D in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 35d Compounds of formula I.D in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 36d Compounds of formula I.D in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 37d Compounds of formula I.D in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 38d Compounds of formula I.D in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 39d Compounds of formula I.D in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 40d Compounds of formula I.D in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 41d Compounds of formula I.D in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 42d Compounds of formula I.D in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 43d Compounds of formula I.D in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 44d Compounds of formula I.D in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 45d Compounds of formula I.D in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 46d Compounds of formula I.D in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 47d Compounds of the formula I.D in which o is 0, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10for each individual compound corresponds in each case to one line of Table B. |
Table 48d Compounds of the formula I.D in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 49d Compounds of the formula I.D in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 50d Compounds of the formula I.D in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 51d Compounds of the formula I.D in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 52d Compounds of the formula I.D in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 53d Compounds of the formula I.D in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 54d Compounds of the formula I.D in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 55d Compounds of the formula I.D in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 56d Compounds of the formula I.D in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 57d Compounds of the formula I.D in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 58d Compounds of the formula I.D in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 59d Compounds of the formula I.D in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 60d Compounds of the formula I.D in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 61d Compounds of the formula I.D in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 62d Compounds of the formula I.D in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 63d Compounds of the formula I.D in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 64d Compounds of the formula I.D in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 65d Compounds of the formula I.D in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 66d Compounds of the formula I.D in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 67d Compounds of the formula I.D in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 68d Compounds of the formula I.D in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 69d Compounds of the formula I.D in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 70d Compounds of the formula I.D in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 71d Compounds of the formula I.D in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 72d Compounds of the formula I.D in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 73d Compounds of the formula I.D in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 74d Compounds of the formula I.D in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 75d Compounds of the formula I.D in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 1 e Compounds of formula I.E in which o is 0, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 2e Compounds of formula I.E in which o is 0, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 3e Compounds of formula I.E in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 4e Compounds of formula I.E in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 5e Compounds of formula I.E in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 6e Compounds of formula I.E in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 7e Compounds of formula I.E in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 8e Compounds of formula I.E in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 9e Compounds of formula I.E in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 10e Compounds of formula I.E in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 11e Compounds of formula I.E in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 12e Compounds of formula I.E in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 13e Compounds of formula I.E in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 14e Compounds of formula I.E in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 15e Compounds of formula I.E in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 16e Compounds of formula I.E in which o is 0, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 17e Compounds of formula I.E in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 18e Compounds of formula I.E in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 19e Compounds of formula I.E in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 20e Compounds of formula I.E in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 21e Compounds of formula I.E in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 22e Compounds of formula I.E in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 23e Compounds of formula I.E in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 24e Compounds of formula I.E in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 25e Compounds of formula I.E in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 26e Compounds of formula I.E in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 27e Compounds of formula I.E in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 28e Compounds of formula I.E in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 29e Compounds of formula I.E in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 30e Compounds of formula I.E in which o is 0, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 31e Compounds of formula I.E in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 32e Compounds of formula I.E in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is CH 3and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 33e Compounds of formula I.E in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is CH 3and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 34e Compounds of formula I.E in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is CH 3and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 35e Compounds of formula I.E in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is CH 3and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 36e Compounds of formula I.E in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 37e Compounds of formula I.E in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is CH3and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 38e Compounds of formula I.E in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is CH 3and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 39e Compounds of formula I.E in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 40e Compounds of formula I.E in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 41e Compounds of formula I.E in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is CH 3and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 42e Compounds of formula I.E in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is CH 3and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 43e Compounds of formula I.E in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is CH 3and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 44e Compounds of the formula I.E in which o is 0, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10for each individual compound corresponds in each case to one line of Table B. |
Table 45e Compounds of the formula I.E in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 46e Compounds of the formula I.E in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 47e Compounds of the formula I.E in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 48e Compounds of the formula I.E in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 49e Compounds of the formula I.E in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 50e Compounds of the formula I.E in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 51e Compounds of the formula I.E in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 52e Compounds of the formula I.E in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 53e Compounds of the formula I.E in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 54e Compounds of the formula I.E in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 55e Compounds of the formula I.E in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 56e Compounds of the formula I.E in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 57e Compounds of the formula I.E in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 58e Compounds of the formula I.E in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 59e Compounds of the formula I.E in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 60e Compounds of the formula I.E in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 61e Compounds of the formula I.E in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 62e Compounds of the formula I.E in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 63e Compounds of the formula I.E in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 64e Compounds of the formula I.E in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 65e Compounds of the formula I.E in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 66e Compounds of the formula I.E in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 67e Compounds of the formula I.E in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 68e Compounds of the formula I.E in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 69e Compounds of the formula I.E in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 70e Compounds of the formula I.E in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 71e Compounds of the formula I.E in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 1f Compounds of formula I.F in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 2f Compounds of formula I.F in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 3f Compounds of formula I.F in which o is 0, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 4f Compounds of formula I.F in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 5f Compounds of formula I.F in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 6f Compounds of formula I.F in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 7f Compounds of formula I.F in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 8f Compounds of formula I.F in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 9f Compounds of formula I.F in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 10f Compounds of formula I.F in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 11f Compounds of formula I.F in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 12f Compounds of formula I.F in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 13f Compounds of formula I.F in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 14f Compounds of formula I.F in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 15f Compounds of formula I.F in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 16f Compounds of formula I.F in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 17f Compounds of formula I.F in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 18f Compounds of formula I.E in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 19f Compounds of formula I.F in which o is 0, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 20f Compounds of formula I.F in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 21f Compounds of formula I.F in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound 99 in each case to one line of Table B. |
Table 22f Compounds of formula I.F in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 23f Compounds of formula I.F in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 24f Compounds of formula I.F in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 25f Compounds of formula I.F in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 26f Compounds of formula I.F in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 27f Compounds of formula I.F in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 28f Compounds of formula I.F in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 29f Compounds of formula I.F in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 30f Compounds of formula I.F in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 31f Compounds of formula I.F in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 32f Compounds of formula I.F in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 33f Compounds of formula I.F in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 34f Compounds of formula I.E in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 35f Compounds of formula I.F in which o is 0, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 36f Compounds of formula I.F in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 37f Compounds of formula I.F in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 38f Compounds of formula I.F in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 39f Compounds of formula I.F in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 40f Compounds of formula I.F in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 41f Compounds of formula I.F in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 42f Compounds of formula I.F in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 43f Compounds of formula I.F in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 44f Compounds of formula I.F in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 45f Compounds of formula I.F in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 46f Compounds of formula I.F in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 47f Compounds of formula I.F in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 48f Compounds of formula I.F in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 49f Compounds of formula I.F in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 50f Compounds of the formula I.F in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 51f Compounds of the formula I.F in which o is 0, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 52f Compounds of the formula I.F in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 53f Compounds of the formula I.F in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 54f Compounds of the formula I.F in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 55f Compounds of the formula I.F in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 56f Compounds of the formula I.F in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 57f Compounds of the formula I.F in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 58f Compounds of the formula I.F in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 59f Compounds of the formula I.F in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 60f Compounds of the formula I.F in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 61f Compounds of the formula I.F in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 62f Compounds of the formula I.F in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 63f Compounds of the formula I.F in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 64f Compounds of the formula I.F in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 65f Compounds of the formula I.F in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 66f Compounds of the formula I.F in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 67f Compounds of the formula I.F in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 68f Compounds of the formula I.F in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 69f Compounds of the formula I.F in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 70f Compounds of the formula I.F in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 71f Compounds of the formula I.F in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 72f Compounds of the formula I.F in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 73f Compounds of the formula I.F in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 74f Compounds of the formula I.F in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 75f Compounds of the formula I.F in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 76f Compounds of the formula I.F in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 77f Compounds of the formula I.F in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 78f Compounds of the formula I.F in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 79f Compounds of the formula I.F in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 1g Compounds of formula I.G in which o is 0, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 2g Compounds of formula I.G in which o is 0, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 3g Compounds of formula I.G in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 4g Compounds of formula I.G in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 5g Compounds of formula I.G in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 6g Compounds of formula I.G in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 7g Compounds of formula I.G in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 8g Compounds of formula I.G in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH3 R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 9g Compounds of formula I.G in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 10g Compounds of formula I.G in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 11g Compounds of formula I.G in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 12g Compounds of formula I.G in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 13g Compounds of formula I.G in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 14g Compounds of formula I.G in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 15g Compounds of formula I.G in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 16g Compounds of formula I.G in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 17g Compounds of formula I.G in which o is 0, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 18g Compounds of formula I.G in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 19g Compounds of formula I.G in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 20g Compounds of formula I.G in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 21g Compounds of formula I.G in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 22g Compounds of formula I.G in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 23g Compounds of formula I.G in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 24g Compounds of formula I.G in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 25g Compounds of formula I.G in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 26g Compounds of formula I.G in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 27g Compounds of formula I.G in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 28g Compounds of formula I.G in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 29g Compounds of formula I.G in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 30g Compounds of formula I.G in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 31g Compounds of formula I.G in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 32g Compounds of formula I.G in which o is 0, R 5 is CH 3, R 6 is CH 3and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 33g Compounds of formula I.G in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is CH 3is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 34g Compounds of formula I.G in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is CH 3and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 35g Compounds of formula I.G in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 36g Compounds of formula I.G in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is CH 3and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 37g Compounds of formula I.G in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is CH 3and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 38g Compounds of formula I.G in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 39g Compounds of formula I.G in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 40g Compounds of formula I.G in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 41g Compounds of formula I.G in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 42g Compounds of formula I.G in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 43g Compounds of formula I.G in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 44g Compounds of formula I.G in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 45g Compounds of formula I.G in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 46g Compounds of formula I.G in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 47g Compounds of the formula I.G in which o is 0, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10for each individual compound corresponds in each case to one line of Table B. |
Table 48g Compounds of the formula I.G in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 49g Compounds of the formula I.G in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 50g Compounds of the formula I.G in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 51g Compounds of the formula I.G in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 52g Compounds of the formula I.G in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 53g Compounds of the formula I.G in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 54g Compounds of the formula I.G in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 55g Compounds of the formula I.G in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 56g Compounds of the formula I.G in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 57g Compounds of the formula I.G in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 58g Compounds of the formula I.G in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 59g Compounds of the formula I.G in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 60g Compounds of the formula I.G in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 61g Compounds of the formula I.G in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 62g Compounds of formula I.G in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 63g Compounds of formula I.G in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 64g Compounds of formula I.G in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 65g Compounds of formula I.G in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 66g Compounds of formula I.G in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 67g Compounds of formula I.G in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 68g Compounds of formula I.G in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 69g Compounds of formula I.G in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 70g Compounds of formula I.G in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 71g Compounds of formula I.G in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 72g Compounds of formula I.G in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 73g Compounds of formula I.G in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 74g Compounds of formula I.G in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 75g Compounds of formula I.G in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 1h Compounds of formula I.H in which o is 0, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 2h Compounds of formula I.H in which o is 0, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 3h Compounds of formula I.H in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 4h Compounds of formula I.H in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 5h Compounds of formula I.H in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 5, R 6, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 6h Compounds of formula I.H in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 7h Compounds of formula I.H in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 8h Compounds of formula I.H in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 9h Compounds of formula I.H in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 10h Compounds of formula I.H in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 11h Compounds of formula I.H in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 12h Compounds of formula I.H in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 13h Compounds of formula I.H in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 14h Compounds of formula I.H in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 15h Compounds of formula I.H in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 16h Compounds of formula I.H in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 17h Compounds of formula I.H in which o is 0, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 18h Compounds of formula I.H in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 19h Compounds of formula I.H in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 20h Compounds of formula I.H in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 5, R 6, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 21h Compounds of formula I.H in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 22h Compounds of formula I.H in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 23h Compounds of formula I.H in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 24h Compounds of formula I.H in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 25h Compounds of formula I.H in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 26h Compounds of formula I.H in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 27h Compounds of formula I.H in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 28h Compounds of formula I.H in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 29h Compounds of formula I.H in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 30h Compounds of formula I.H in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 31h Compounds of formula I.H in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 32h Compounds of formula I.H in which o is 0, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 33h Compounds of formula I.H in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 34h Compounds of formula I.H in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 35h Compounds of formula I.H in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 36h Compounds of formula I.H in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 37h Compounds of formula I.H in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 38h Compounds of formula I.H in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 39h Compounds of formula I.H in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 40h Compounds of formula I.H in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 41h Compounds of formula I.H in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 42h Compounds of formula I.H in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 43h Compounds of formula I.H in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 44h Compounds of formula I.H in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 45h Compounds of formula I.H in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 46h Compounds of formula I.H in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 47h Compounds of the formula I.H in which o is 0, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10for each individual compound corresponds in each case to one line of Table B. |
Table 48h Compounds of the formula I.H in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 49h Compounds of the formula I.H in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 50h Compounds of the formula I.H in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 5, R 6, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 51h Compounds of the formula I.H in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 52h Compounds of the formula I.H in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 53h Compounds of the formula I.H in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 54h Compounds of the formula I.H in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 55h Compounds of the formula I.H in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 56h Compounds of the formula I.H in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 57h Compounds of the formula I.H in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 58h Compounds of the formula I.H in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 59h Compounds of the formula I.H in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 60h Compounds of the formula I.H in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 61h Compounds of the formula I.H in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 62h Compounds of formula I.H in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 63h Compounds of formula I.H in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 64h Compounds of formula I.H in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 5, R 6, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 65h Compounds of formula I.H in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 66h Compounds of formula I.H in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 67h Compounds of formula I.H in which o is 1, R 78 is 1″-OCHF 2, R 5 is H , R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 68h Compounds of formula I.H in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 69h Compounds of formula I.H in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 70h Compounds of formula I.H in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 71h Compounds of formula I.H in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 72h Compounds of formula I.H in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 73h Compounds of formula I.H in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 74h Compounds of formula I.H in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 75h Compounds of formula I.H in which o is 1, R 78 is 3″-C 6H 5, R 5is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 6 for each individual compound corresponds in each case to one line of Table B. |
Table 1i Compounds of formula I.I in which o is 0, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 2i Compounds of formula I.I in which o is 0, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 3i Compounds of formula I.I in which o is 1, R 78 is 2″-F, R 5is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 4i Compounds of formula I.I in which o is 1, R 78 is 2″-C1, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 5i Compounds of formula I.I in which o is 1, R 78 is 2″-Br, R 5is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 6i Compounds of formula I.I in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 6 for each individual compound corresponds in each case to one line of Table B. |
Table 7i Compounds of formula I.I in which o is 1, R 78 is 2″-OCH 3, R 5is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 8i Compounds of formula I.I in which o is 1, R 78 is 2″-OCHF 2, R 5is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 9i Compounds of formula I.I in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 10i Compounds of formula I.I in which o is 1, R 78 is 3″-F, R 5is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 11i Compounds of formula I.I in which o is 1, R 78 is 3″-C1, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 5, R 6, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 12i Compounds of formula I.I in which o is 1, R 78 is 3″-Br, R 5is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 13i Compounds of formula I.I in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 14i Compounds of formula I.I in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 15i Compounds of formula I.I in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 16i Compounds of formula I.I in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 17i Compounds of formula I.I in which o is 0, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 18i Compounds of formula I.I in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 19i Compounds of formula I.I in which o is 1, R 78 is 2″-C1, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 20i Compounds of formula I.I in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 21i Compounds of formula I.I in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 22i Compounds of formula I.I in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 23i Compounds of formula I.I in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 24i Compounds of formula I.I in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 25i Compounds of formula I.I in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 26i Compounds of formula I.I in which o is 1, R 78 is 3″-C1, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 5, R 6, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 27i Compounds of formula I.I in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 28i Compounds of formula I.I in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 29i Compounds of formula I.I in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 30i Compounds of formula I.I in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 31i Compounds of formula I.I in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 32i Compounds of formula I.I in which o is 0, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 33i Compounds of formula I.I in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 34i Compounds of formula I.I in which o is 1, R 78 is 2″-C1, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 35i Compounds of formula I.I in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 36i Compounds of formula I.I in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 37i Compounds of formula I.I in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 38i Compounds of formula I.I in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 39i Compounds of formula I.I in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is CH3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 40i Compounds of formula I.I in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 41i Compounds of formula I.I in which o is 1, R 78 is 3″-C1, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 5, R 6, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 42i Compounds of formula I.I in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 43i Compounds of formula I.I in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 44i Compounds of formula I.I in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 45i Compounds of formula I.I in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 46i Compounds of formula I.I in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is CH3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 47i Compounds of the formula I.I in which o is 0, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 48i Compounds of the formula I.I in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 49i Compounds of the formula I.I in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 50i Compounds of the formula I.I in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 51i Compounds of the formula I.I in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 6 for each individual compound corresponds in each case to one line of Table B. |
Table 52i Compounds of the formula I.I in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 53i Compounds of the formula I.I in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 54i Compounds of the formula I.I in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 55i Compounds of the formula I.I in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 56i Compounds of the formula I.I in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 5, R 6, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 57i Compounds of the formula I.I in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 58i Compounds of the formula I.I in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 59i Compounds of the formula I.I in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 60i Compounds of the formula I.I in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 61i Compounds of the formula I.I in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 62i Compounds of formula I.I in which o is 1, R 78 is 2″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 63i Compounds of formula I.I in which o is 1, R 78 is 2″-C1, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 64i Compounds of formula I.I in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 65i Compounds of formula I.I in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 66i Compounds of formula I.I in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 67i Compounds of formula I.I in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 68i Compounds of formula I.I in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 69i Compounds of formula I.I in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 70i Compounds of formula I.I in which o is 1, R 78 is 3″-C1, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 5, R 6, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 71i Compounds of formula I.I in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 72i Compounds of formula I.I in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 73i Compounds of formula I.I in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 74i Compounds of formula I.I in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 75i Compounds of formula I.I in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 1j Compounds of formula I.J in which o is 0, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 2j Compounds of formula I.J in which o is 0, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 3j Compounds of formula I.J in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 4j Compounds of formula I.J in which o is 1, R 78 is 3″-C1, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 5j Compounds of formula I.J in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 6j Compounds of formula I.J in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 7j Compounds of formula I.J in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 8j Compounds of formula I.J in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 9j Compounds of formula I.J in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 10j Compounds of formula I.J in which o is 0, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 11j Compounds of formula I.J in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 12j Compounds of formula I.J in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 13j Compounds of formula I.J in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 14j Compounds of formula I.J in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 15j Compounds of formula I.J in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 16j Compounds of formula I.J in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 17j Compounds of formula I.J in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 18j Compounds of formula I.J in which o is 0, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 19j Compounds of formula I.J in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 20j Compounds of formula I.J in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 21j Compounds of formula I.J in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 22j Compounds of formula I.J in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 23j Compounds of formula I.J in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 24j Compounds of formula I.J in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 25j Compounds of formula I.J in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is CH3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 26j Compounds of the formula I.J in which o is 0, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 27j Compounds of the formula I.J in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 28j Compounds of the formula I.J in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 29j Compounds of the formula I.J in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 30j Compounds of the formula I.J in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 31j Compounds of the formula I.J in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 32j Compounds of the formula I.J in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 33j Compounds of the formula I.J in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 34j Compounds of formula I.J in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 35j Compounds of formula I.J in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 36j Compounds of formula I.J in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 37j Compounds of formula I.J in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 38j Compounds of formula I.J in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 39j Compounds of formula I.J in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 40j Compounds of formula I.J in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 1k Compounds of formula I.K in which o is 0, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 2k Compounds of formula I.K in which o is 0, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 3k Compounds of formula I.K in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 4k Compounds of formula I.K in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 5k Compounds of formula I.K in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 6k Compounds of formula I.K in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 7k Compounds of formula I.K in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 8k Compounds of formula I.K in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 9k Compounds of formula I.K in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 10k Compounds of formula I.K in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 11k Compounds of formula I.K in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 12k Compounds of formula I.K in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 13k Compounds of formula I.K in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 14k Compounds of formula I.K in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 15k Compounds of formula I.K in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 16k Compounds of formula I.K in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 17k Compounds of formula I.K in which o is 1, R 78 is 4″-F, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 18k Compounds of formula I.K in which o is 1, R 78 is 4″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 19k Compounds of formula I.K in which o is 1, R 78 is 4″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 20k Compounds of formula I.K in which o is 1, R 78 is 4″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 21k Compounds of formula I.K in which o is 1, R 78 is 4″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 22k Compounds of formula I.K in which o is 1, R 78 is 4″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 23k Compounds of formula I.K in which o is 1, R 78 is 4″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 24k Compounds of formula I.K in which o is 0, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 25k Compounds of formula I.K in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 26k Compounds of formula I.K in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 27k Compounds of formula I.K in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 28k Compounds of formula I.K in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 29k Compounds of formula I.K in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 30k Compounds of formula I.K in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 31k Compounds of formula I.K in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 32k Compounds of formula I.K in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 33k Compounds of formula I.K in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 34k Compounds of formula I.K in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 35k Compounds of formula I.K in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 36k Compounds of formula I.K in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 37k Compounds of formula I.K in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 38k Compounds of formula I.K in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 39k Compounds of formula I.K in which o is 1, R 78 is 4″-F, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 40k Compounds of formula I.K in which o is 1, R 78 is 4″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 41k Compounds of formula I.K in which o is 1, R 78 is 4″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 42k Compounds of formula I.K in which o is 1, R 78 is 4″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 43k Compounds of formula I.K in which o is 1, R 78 is 4″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 44k Compounds of formula I.K in which o is 1, R 78 is 4″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 45k Compounds of formula I.K in which o is 1, R 78 is 4″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 46k Compounds of formula I.K in which o is 0, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 47k Compounds of formula I.K in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 48k Compounds of formula I.K in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 49k Compounds of formula I.K in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 50k Compounds of formula I.K in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 51k Compounds of formula I.K in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 52k Compounds of formula I.K in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 53k Compounds of formula I.K in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 54k Compounds of formula I.K in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 55k Compounds of formula I.K in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 56k Compounds of formula I.K in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is CH 3 F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 57k Compounds of formula I.K in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 58k Compounds of formula I.K in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 59k Compounds of formula I.K in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 60k Compounds of formula I.K in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 61k Compounds of formula I.K in which o is 1, R 78 is 4″-F, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 62k Compounds of formula I.K in which o is 1, R 78 is 4″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 63k Compounds of formula I.K in which o is 1, R 78 is 4″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 64k Compounds of formula I.K in which o is 1, R 78 is 4″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 65k Compounds of formula I.K in which o is 1, R 78 is 4″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 66k Compounds of formula I.K in which o is 1, R 78 is 4″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 67k Compounds of formula I.K in which o is 1, R 78 is 4″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 68k Compounds of the formula I.K in which o is 0, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10for each individual compound corresponds in each case to one line of Table B. |
Table 69k Compounds of the formula I.K in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 70k Compounds of the formula I.K in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 71k Compounds of the formula I.K in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 72k Compounds of the formula I.K in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 73k Compounds of the formula I.K in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 74k Compounds of the formula I.K in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 75k Compounds of the formula I.K in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 76k Compounds of the formula I.K in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 77k Compounds of the formula I.K in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 78k Compounds of the formula I.K in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 79k Compounds of the formula I.K in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 80k Compounds of the formula I.K in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 81k Compounds of the formula I.K in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 82k Compounds of the formula I.K in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 83k Compounds of the formula I.K in which o is 1, R 78 is 4″-F, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 84k Compounds of the formula I.K in which o is 1, R 78 is 4″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 85k Compounds of the formula I.K in which o is 1, R 78 is 4″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 86k Compounds of the formula I.K in which o is 1, R 78 is 4″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 87k Compounds of the formula I.K in which o is 1, R 78 is 4″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 88k Compounds of the formula I.K in which o is 1, R 78 is 4″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 89k Compounds of the formula I.K in which o is 1, R 78 is 4″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 90k Compounds of formula I.K in which o is 1, R 78 is 1″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 91k Compounds of formula I.K in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 92k Compounds of formula I.K in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 93k Compounds of formula I.K in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 94k Compounds of formula I.K in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 95k Compounds of formula I.K in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 96k Compounds of formula I.K in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 97k Compounds of formula I.K in which o is 1, R 78 is 3″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 98k Compounds of formula I.K in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 99k Compounds of formula I.K in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 100k Compounds of formula I.K in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 101k Compounds of formula I.K in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 102k Compounds of formula I.K in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 103k Compounds of formula I.K in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 104k Compounds of formula I.K in which o is 1, R 78 is 4″-F, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 105k Compounds of formula I.K in which o is 1, R 78 is 4″-Cl, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 106k Compounds of formula I.K in which o is 1, R 78 is 4″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 107k Compounds of formula I.K in which o is 1, R 78 is 4″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 108k Compounds of formula I.K in which o is 1, R 78 is 4″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 109k Compounds of formula I.K in which o is 1, R 78 is 4″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 110k Compounds of formula I.K in which o is 1, R 78 is 4″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 1ka Compounds of formula I.Ka in which o is 0, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 2ka Compounds of formula I.Ka in which o is 1, R 78 is 1″- CF 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 3ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 4ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 5ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 6ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 7ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 8ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 9ka Compounds of formula I.Ka in which o is 1, R 78 is 2″- CF 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 10ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 11ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 12ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 13ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 14ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 15ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 16ka Compounds of formula I.Ka in which o is 1, R 78 is 3″- CF 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 17ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 18ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 19ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 20ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 21ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 22ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 23ka Compounds of formula I.Ka in which o is 1, R 78 is 4″- CF 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 24ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-Cl, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 25ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-Br, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 26ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-CH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 27ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-OCH 3, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 28ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-OCHF 2, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 29ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-C 6H 5, R 5 is CH 3, R 6 is F and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 30ka Compounds of formula I.Ka in which o is 0, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 31ka Compounds of formula I.Ka in which o is 1, R 78 is 1″- CF 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 32ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 33ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 34ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 35ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 36ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 37ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 38ka Compounds of formula I.Ka in which o is 1, R 78 is 2″- CF 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 39ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 40ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 41ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 42ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 43ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 44ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 45ka Compounds of formula I.Ka in which o is 1, R 78 is 3″- CF 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 46ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 47ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 48ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 49ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 50ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 51ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 52ka Compounds of formula I.Ka in which o is 1, R 78 is 4″- CF 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 53ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-Cl, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 54ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-Br, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 55ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-CH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 56ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-OCH 3, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 57ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-OCHF 2, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 58ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-C 6H 5, R 5 is CH 3, R 6 is Cl and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 59ka Compounds of formula I.Ka in which o is 0, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10for each individual compound corresponds in each case to one line of Table B. |
Table 60ka Compounds of formula I.Ka in which o is 1, R 78 is 1″- CF 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 61ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 62ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 63ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 64ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 65ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 66ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 67ka Compounds of formula I.Ka in which o is 1, R 78 is 2″- CF 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 68ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 69ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 70ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 71ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 72ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 73ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 74ka Compounds of formula I.Ka in which o is 1, R 78 is 3″- CF 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 75ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 76ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 77ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 78ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 79ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 80ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 81ka Compounds of formula I.Ka in which o is 1, R 78 is 4″- CF 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 82ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-C1, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 83ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-Br, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 84ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-CH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 85ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-OCH 3, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 86ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-OCHF 2, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 87ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-C 6H 5, R 5 is CH 3, R 6 is CH 3 and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 88ka Compounds of the formula I.Ka in which o is 0, R 5 is CH 3, R 6 is Br and the meaning for the combination of R1, R2 , R3, R 4, R 9 and R 10for each individual compound corresponds in each case to one line of Table B. |
Table 89ka Compounds of the formula I.Ka in which o is 1, R 78 is 1″- CF 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 90ka Compounds of the formula I.Ka in which o is 1, R 78 is 1″-C1, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 91ka Compounds of the formula I.Ka in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 92ka Compounds of the formula I.Ka in which o is 1, R 78 is 1″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 93ka Compounds of the formula I.Ka in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 94ka Compounds of the formula I.Ka in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 95ka Compounds of the formula I.Ka in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 96ka Compounds of the formula I.Ka in which o is 1, R 78 is 2″- CF 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 97ka Compounds of the formula I.Ka in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 98ka Compounds of the formula I.Ka in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 99ka Compounds of the formula I.Ka in which o is 1, R 78 is 2″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 100ka Compounds of the formula I.Ka in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 101ka Compounds of the formula I.Ka in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 102ka Compounds of the formula I.Ka in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 103ka Compounds of the formula I.Ka in which o is 1, R 78 is 3″- CF 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 104ka Compounds of the formula I.Ka in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 105ka Compounds of the formula I.Ka in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 106ka Compounds of the formula I.Ka in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 107ka Compounds of the formula I.Ka in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 108ka Compounds of the formula I.Ka in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 109ka Compounds of the formula I.Ka in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 110ka Compounds of the formula I.Ka in which o is 1, R 78 is 4″- CF 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 111ka Compounds of the formula I.Ka in which o is 1, R 78 is 4″-Cl, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 112ka Compounds of the formula I.Ka in which o is 1, R 78 is 4″-Br, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 113ka Compounds of the formula I.Ka in which o is 1, R 78 is 4″-CH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 114ka Compounds of the formula I.Ka in which o is 1, R 78 is 4″-OCH 3, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 115ka Compounds of the formula I.Ka in which o is 1, R 78 is 4″-OCHF 2, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 116ka Compounds of the formula I.Ka in which o is 1, R 78 is 4″-C 6H 5, R 5 is CH 3, R 6 is Br and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 117ka Compounds of formula I.Ka in which o is 0, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 118ka Compounds of formula I.Ka in which o is 1, R 78 is 1″- CF 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 119ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-Cl, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 120ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 121ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-CH 3, R 5 is H , R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 122ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 123ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 124ka Compounds of formula I.Ka in which o is 1, R 78 is 1″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 125ka Compounds of formula I.Ka in which o is 1, R 78 is 2″- CF 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 126ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-Cl, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 127ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 128ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-CH 3, R 5 is H , R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 129ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 130ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 131ka Compounds of formula I.Ka in which o is 1, R 78 is 2″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 132ka Compounds of formula I.Ka in which o is 1, R 78 is 3″- CF 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 133ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-Cl, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 134ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 135ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 136ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 137ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 138ka Compounds of formula I.Ka in which o is 1, R 78 is 3″-C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 139ka Compounds of formula I.Ka in which o is 1, R 78 is 4″- CF 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 140ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-Cl, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 141ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-Br, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 142ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-CH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 143ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-OCH 3, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 144ka Compounds of formula I.Ka in which o is 1, R 78 is 4″-OCHF 2, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
Table 145ka Compounds of formula I.Ka in which o is 1, R 78 is 4″- C 6H 5, R 5 is CH 3, R 6 is H and the meaning for the combination of R 1, R 2, R 3, R 4, R 9 and R 10 for each individual compound corresponds in each case to one line of Table B. |
In Table B the following abbreviations are used: |
(MOL) (CDX)
[TABLE-US-00008]
|
TABLE B |
|
|
|
line |
R1 |
R2 |
R3 |
R4 |
R9 |
R10 |
|
|
|
B-1 |
H |
H |
CH3 |
CH3 |
CH3 |
CH3 |
|
B-2 |
H |
H |
CH3 |
CH3 |
CH3 |
C2H5 |
|
B-3 |
H |
H |
CH3 |
CH3 |
C2H5 |
CH3 |
|
B-4 |
H |
H |
CH3 |
CH3 |
C2H5 |
C2H5 |
|
B-5 |
F |
H |
CH3 |
CH3 |
CH3 |
CH3 |
|
B-6 |
F |
H |
CH3 |
CH3 |
CH3 |
C2H5 |
|
B-7 |
F |
H |
CH3 |
CH3 |
C2H5 |
CH3 |
|
B-8 |
F |
H |
CH3 |
CH3 |
C2H5 |
C2H5 |
|
B-9 |
Cl |
H |
CH3 |
CH3 |
CH3 |
CH3 |
|
B-10 |
Cl |
H |
CH3 |
CH3 |
CH3 |
C2H5 |
|
B-11 |
Cl |
H |
CH3 |
CH3 |
C2H5 |
CH3 |
|
B-12 |
Cl |
H |
CH3 |
CH3 |
C2H5 |
C2H5 |
|
B-13 |
CH3 |
H |
CH3 |
CH3 |
CH3 |
CH3 |
|
B-14 |
CH3 |
H |
CH3 |
CH3 |
CH3 |
C2H5 |
|
B-15 |
CH3 |
H |
CH3 |
CH3 |
C2H5 |
CH3 |
|
B-16 |
CH3 |
H |
CH3 |
CH3 |
C2H5 |
C2H5 |
|
B-17 |
H |
F |
CH3 |
CH3 |
CH3 |
CH3 |
|
B-18 |
H |
F |
CH3 |
CH3 |
CH3 |
C2H5 |
|
B-19 |
H |
F |
CH3 |
CH3 |
C2H5 |
CH3 |
|
B-20 |
H |
F |
CH3 |
CH3 |
C2H5 |
C2H5 |
|
B-21 |
F |
F |
CH3 |
CH3 |
CH3 |
CH3 |
|
B-22 |
F |
F |
CH3 |
CH3 |
CH3 |
C2H5 |
|
B-23 |
F |
F |
CH3 |
CH3 |
C2H5 |
CH3 |
|
B-24 |
F |
F |
CH3 |
CH3 |
C2H5 |
C2H5 |
|
B-25 |
Cl |
F |
CH3 |
CH3 |
CH3 |
CH3 |
|
B-26 |
Cl |
F |
CH3 |
CH3 |
CH3 |
C2H5 |
|
B-27 |
Cl |
F |
CH3 |
CH3 |
C2H5 |
CH3 |
|
B-28 |
Cl |
F |
CH3 |
CH3 |
C2H5 |
C2H5 |
|
B-29 |
CH3 |
F |
CH3 |
CH3 |
CH3 |
CH3 |
|
B-30 |
CH3 |
F |
CH3 |
CH3 |
CH3 |
C2H5 |
|
B-31 |
CH3 |
F |
CH3 |
CH3 |
C2H5 |
CH3 |
|
B-32 |
CH3 |
F |
CH3 |
CH3 |
C2H5 |
C2H5 |
|
B-33 |
H |
CH3 |
CH3 |
CH3 |
CH3 |
CH3 |
|
B-34 |
H |
CH3 |
CH3 |
CH3 |
CH3 |
C2H5 |
|
B-35 |
H |
CH3 |
CH3 |
CH3 |
C2H5 |
CH3 |
|
B-36 |
H |
CH3 |
CH3 |
CH3 |
C2H5 |
C2H5 |
|
B-37 |
F |
CH3 |
CH3 |
CH3 |
CH3 |
CH3 |
|
B-38 |
F |
CH3 |
CH3 |
CH3 |
CH3 |
C2H5 |
|
B-39 |
F |
CH3 |
CH3 |
CH3 |
C2H5 |
CH3 |
|
B-40 |
F |
CH3 |
CH3 |
CH3 |
C2H5 |
C2H5 |
|
B-41 |
Cl |
CH3 |
CH3 |
CH3 |
CH3 |
CH3 |
|
B-42 |
Cl |
CH3 |
CH3 |
CH3 |
CH3 |
C2H5 |
|
B-43 |
Cl |
CH3 |
CH3 |
CH3 |
C2H5 |
CH3 |
|
B-44 |
Cl |
CH3 |
CH3 |
CH3 |
C2H5 |
C2H5 |
|
B-45 |
CH3 |
CH3 |
CH3 |
CH3 |
CH3 |
CH3 |
|
B-46 |
CH3 |
CH3 |
CH3 |
CH3 |
CH3 |
C2H5 |
|
B-47 |
CH3 |
CH3 |
CH3 |
CH3 |
C2H5 |
CH3 |
|
B-48 |
CH3 |
CH3 |
CH3 |
CH3 |
C2H5 |
C2H5 |
|
B-49 |
H |
Cl |
CH3 |
CH3 |
CH3 |
CH3 |
|
B-50 |
H |
Cl |
CH3 |
CH3 |
CH3 |
C2H5 |
|
B-51 |
H |
Cl |
CH3 |
CH3 |
C2H5 |
CH3 |
|
B-52 |
H |
Cl |
CH3 |
CH3 |
C2H5 |
C2H5 |
|
B-53 |
F |
Cl |
CH3 |
CH3 |
CH3 |
CH3 |
|
B-54 |
F |
Cl |
CH3 |
CH3 |
CH3 |
C2H5 |
|
B-55 |
F |
Cl |
CH3 |
CH3 |
C2H5 |
CH3 |
|
B-56 |
F |
Cl |
CH3 |
CH3 |
C2H5 |
C2H5 |
|
B-57 |
Cl |
Cl |
CH3 |
CH3 |
CH3 |
CH3 |
|
B-58 |
Cl |
Cl |
CH3 |
CH3 |
CH3 |
C2H5 |
|
B-59 |
Cl |
Cl |
CH3 |
CH3 |
C2H5 |
CH3 |
|
B-60 |
Cl |
Cl |
CH3 |
CH3 |
C2H5 |
C2H5 |
|
B-61 |
CH3 |
Cl |
CH3 |
CH3 |
CH3 |
CH3 |
|
B-62 |
CH3 |
Cl |
CH3 |
CH3 |
CH3 |
C2H5 |
|
B-63 |
CH3 |
Cl |
CH3 |
CH3 |
C2H5 |
CH3 |
|
B-64 |
CH3 |
Cl |
CH3 |
CH3 |
C2H5 |
C2H5 |
|
B-65 |
H |
H |
C2H5 |
C2H5 |
CH3 |
CH3 |
|
B-66 |
H |
H |
C2H5 |
C2H5 |
CH3 |
C2H5 |
|
B-67 |
H |
H |
C2H5 |
C2H5 |
C2H5 |
CH3 |
|
B-68 |
H |
H |
C2H5 |
C2H5 |
C2H5 |
C2H5 |
|
B-69 |
F |
H |
C2H5 |
C2H5 |
CH3 |
CH3 |
|
B-70 |
F |
H |
C2H5 |
C2H5 |
CH3 |
C2H5 |
|
B-71 |
F |
H |
C2H5 |
C2H5 |
C2H5 |
CH3 |
|
B-72 |
F |
H |
C2H5 |
C2H5 |
C2H5 |
C2H5 |
|
B-73 |
Cl |
H |
C2H5 |
C2H5 |
CH3 |
CH3 |
|
B-74 |
Cl |
H |
C2H5 |
C2H5 |
CH3 |
C2H5 |
|
B-75 |
Cl |
H |
C2H5 |
C2H5 |
C2H5 |
CH3 |
|
B-76 |
Cl |
H |
C2H5 |
C2H5 |
C2H5 |
C2H5 |
|
B-77 |
CH3 |
H |
C2H5 |
C2H5 |
CH3 |
CH3 |
|
B-78 |
CH3 |
H |
C2H5 |
C2H5 |
CH3 |
C2H5 |
|
B-79 |
CH3 |
H |
C2H5 |
C2H5 |
C2H5 |
CH3 |
|
B-80 |
CH3 |
H |
C2H5 |
C2H5 |
C2H5 |
C2H5 |
|
B-81 |
H |
F |
C2H5 |
C2H5 |
CH3 |
CH3 |
|
B-82 |
H |
F |
C2H5 |
C2H5 |
CH3 |
C2H5 |
|
B-83 |
H |
F |
C2H5 |
C2H5 |
C2H5 |
CH3 |
|
B-84 |
H |
F |
C2H5 |
C2H5 |
C2H5 |
C2H5 |
|
B-85 |
F |
2-F |
C2H5 |
C2H5 |
CH3 |
CH3 |
|
B-86 |
F |
2-F |
C2H5 |
C2H5 |
CH3 |
C2H5 |
|
B-87 |
F |
2-F |
C2H5 |
C2H5 |
C2H5 |
CH3 |
|
B-88 |
F |
2-F |
C2H5 |
C2H5 |
C2H5 |
C2H5 |
|
B-89 |
Cl |
F |
C2H5 |
C2H5 |
CH3 |
CH3 |
|
B-90 |
Cl |
F |
C2H5 |
C2H5 |
CH3 |
C2H5 |
|
B-91 |
Cl |
F |
C2H5 |
C2H5 |
C2H5 |
CH3 |
|
B-92 |
Cl |
F |
C2H5 |
C2H5 |
C2H5 |
C2H5 |
|
B-93 |
CH3 |
F |
C2H5 |
C2H5 |
CH3 |
CH3 |
|
B-94 |
CH3 |
F |
C2H5 |
C2H5 |
CH3 |
C2H5 |
|
B-95 |
CH3 |
F |
C2H5 |
C2H5 |
C2H5 |
CH3 |
|
B-96 |
CH3 |
F |
C2H5 |
C2H5 |
C2H5 |
C2H5 |
|
B-97 |
H |
CH3 |
C2H5 |
C2H5 |
CH3 |
CH3 |
|
B-98 |
H |
CH3 |
C2H5 |
C2H5 |
CH3 |
C2H5 |
|
B-99 |
H |
CH3 |
C2H5 |
C2H5 |
C2H5 |
CH3 |
|
B-100 |
H |
CH3 |
C2H5 |
C2H5 |
C2H5 |
C2H5 |
|
B-101 |
F |
CH3 |
C2H5 |
C2H5 |
CH3 |
CH3 |
|
B-102 |
F |
CH3 |
C2H5 |
C2H5 |
CH3 |
C2H5 |
|
B-103 |
F |
CH3 |
C2H5 |
C2H5 |
C2H5 |
CH3 |
|
B-104 |
F |
CH3 |
C2H5 |
C2H5 |
C2H5 |
C2H5 |
|
B-105 |
Cl |
CH3 |
C2H5 |
C2H5 |
CH3 |
CH3 |
|
B-106 |
Cl |
CH3 |
C2H5 |
C2H5 |
CH3 |
C2H5 |
|
B-107 |
Cl |
CH3 |
C2H5 |
C2H5 |
C2H5 |
CH3 |
|
B-108 |
Cl |
CH3 |
C2H5 |
C2H5 |
C2H5 |
C2H5 |
|
B-109 |
CH3 |
CH3 |
C2H5 |
C2H5 |
CH3 |
CH3 |
|
B-110 |
CH3 |
CH3 |
C2H5 |
C2H5 |
CH3 |
C2H5 |
|
B-111 |
CH3 |
CH3 |
C2H5 |
C2H5 |
C2H5 |
CH3 |
|
B-112 |
CH3 |
CH3 |
C2H5 |
C2H5 |
C2H5 |
C2H5 |
|
B-113 |
H |
Cl |
C2H5 |
C2H5 |
CH3 |
CH3 |
|
B-114 |
H |
Cl |
C2H5 |
C2H5 |
CH3 |
C2H5 |
|
B-115 |
H |
Cl |
C2H5 |
C2H5 |
C2H5 |
CH3 |
|
B-116 |
H |
Cl |
C2H5 |
C2H5 |
C2H5 |
C2H5 |
|
B-117 |
F |
Cl |
C2H5 |
C2H5 |
CH3 |
CH3 |
|
B-118 |
F |
Cl |
C2H5 |
C2H5 |
CH3 |
C2H5 |
|
B-119 |
F |
Cl |
C2H5 |
C2H5 |
C2H5 |
CH3 |
|
B-120 |
F |
Cl |
C2H5 |
C2H5 |
C2H5 |
C2H5 |
|
B-121 |
Cl |
Cl |
C2H5 |
C2H5 |
CH3 |
CH3 |
|
B-122 |
Cl |
Cl |
C2H5 |
C2H5 |
CH3 |
C2H5 |
|
B-123 |
Cl |
Cl |
C2H5 |
C2H5 |
C2H5 |
CH3 |
|
B-124 |
Cl |
Cl |
C2H5 |
C2H5 |
C2H5 |
C2H5 |
|
B-125 |
CH3 |
Cl |
C2H5 |
C2H5 |
CH3 |
CH3 |
|
B-126 |
CH3 |
Cl |
C2H5 |
C2H5 |
CH3 |
C2H5 |
|
B-127 |
CH3 |
Cl |
C2H5 |
C2H5 |
C2H5 |
CH3 |
|
B-128 |
CH3 |
Cl |
C2H5 |
C2H5 |
C2H5 |
C2H5 |
|
B-129 |
H |
H |
CH3 |
C2H5 |
CH3 |
CH3 |
|
B-130 |
H |
H |
CH3 |
C2H5 |
CH3 |
C2H5 |
|
B-131 |
H |
H |
CH3 |
C2H5 |
C2H5 |
CH3 |
|
B-132 |
H |
H |
CH3 |
C2H5 |
C2H5 |
C2H5 |
|
B-133 |
F |
H |
CH3 |
C2H5 |
CH3 |
CH3 |
|
B-134 |
F |
H |
CH3 |
C2H5 |
CH3 |
C2H5 |
|
B-135 |
F |
H |
CH3 |
C2H5 |
C2H5 |
CH3 |
|
B-136 |
F |
H |
CH3 |
C2H5 |
C2H5 |
C2H5 |
|
B-137 |
Cl |
H |
CH3 |
C2H5 |
CH3 |
CH3 |
|
B-138 |
Cl |
H |
CH3 |
C2H5 |
CH3 |
C2H5 |
|
B-139 |
Cl |
H |
CH3 |
C2H5 |
C2H5 |
CH3 |
|
B-140 |
Cl |
H |
CH3 |
C2H5 |
C2H5 |
C2H5 |
|
B-141 |
CH3 |
H |
CH3 |
C2H5 |
CH3 |
CH3 |
|
B-142 |
CH3 |
H |
CH3 |
C2H5 |
CH3 |
C2H5 |
|
B-143 |
CH3 |
H |
CH3 |
C2H5 |
C2H5 |
CH3 |
|
B-144 |
CH3 |
H |
CH3 |
C2H5 |
C2H5 |
C2H5 |
|
B-145 |
H |
F |
CH3 |
C2H5 |
CH3 |
CH3 |
|
B-146 |
H |
F |
CH3 |
C2H5 |
CH3 |
C2H5 |
|
B-147 |
H |
F |
CH3 |
C2H5 |
C2H5 |
CH3 |
|
B-148 |
H |
F |
CH3 |
C2H5 |
C2H5 |
C2H5 |
|
B-149 |
F |
F |
CH3 |
C2H5 |
CH3 |
CH3 |
|
B-150 |
F |
F |
CH3 |
C2H5 |
CH3 |
C2H5 |
|
B-151 |
F |
F |
CH3 |
C2H5 |
C2H5 |
CH3 |
|
B-152 |
F |
F |
CH3 |
C2H5 |
C2H5 |
C2H5 |
|
B-153 |
Cl |
F |
CH3 |
C2H5 |
CH3 |
CH3 |
|
B-154 |
Cl |
F |
CH3 |
C2H5 |
CH3 |
C2H5 |
|
B-155 |
Cl |
F |
CH3 |
C2H5 |
C2H5 |
CH3 |
|
B-156 |
Cl |
F |
CH3 |
C2H5 |
C2H5 |
C2H5 |
|
B-157 |
CH3 |
F |
CH3 |
C2H5 |
CH3 |
CH3 |
|
B-158 |
CH3 |
F |
CH3 |
C2H5 |
CH3 |
C2H5 |
|
B-159 |
CH3 |
F |
CH3 |
C2H5 |
C2H5 |
CH3 |
|
B-160 |
CH3 |
F |
CH3 |
C2H5 |
C2H5 |
C2H5 |
|
B-161 |
H |
CH3 |
CH3 |
C2H5 |
CH3 |
CH3 |
|
B-162 |
H |
CH3 |
CH3 |
C2H5 |
CH3 |
C2H5 |
|
B-163 |
H |
CH3 |
CH3 |
C2H5 |
C2H5 |
CH3 |
|
B-164 |
H |
CH3 |
CH3 |
C2H5 |
C2H5 |
C2H5 |
|
B-165 |
F |
CH3 |
CH3 |
C2H5 |
CH3 |
CH3 |
|
B-166 |
F |
CH3 |
CH3 |
C2H5 |
CH3 |
C2H5 |
|
B-167 |
F |
CH3 |
CH3 |
C2H5 |
C2H5 |
CH3 |
|
B-168 |
F |
CH3 |
CH3 |
C2H5 |
C2H5 |
C2H5 |
|
B-169 |
Cl |
CH3 |
CH3 |
C2H5 |
CH3 |
CH3 |
|
B-170 |
Cl |
CH3 |
CH3 |
C2H5 |
CH3 |
C2H5 |
|
B-171 |
Cl |
CH3 |
CH3 |
C2H5 |
C2H5 |
CH3 |
|
B-172 |
Cl |
CH3 |
CH3 |
C2H5 |
C2H5 |
C2H5 |
|
B-173 |
CH3 |
CH3 |
CH3 |
C2H5 |
CH3 |
CH3 |
|
B-174 |
CH3 |
CH3 |
CH3 |
C2H5 |
CH3 |
C2H5 |
|
B-175 |
CH3 |
CH3 |
CH3 |
C2H5 |
C2H5 |
CH3 |
|
B-176 |
CH3 |
CH3 |
CH3 |
C2H5 |
C2H5 |
C2H5 |
|
B-177 |
H |
Cl |
CH3 |
C2H5 |
CH3 |
CH3 |
|
B-178 |
H |
Cl |
CH3 |
C2H5 |
CH3 |
C2H5 |
|
B-179 |
H |
Cl |
CH3 |
C2H5 |
C2H5 |
CH3 |
|
B-180 |
H |
Cl |
CH3 |
C2H5 |
C2H5 |
C2H5 |
|
B-181 |
F |
Cl |
CH3 |
C2H5 |
CH3 |
CH3 |
|
B-182 |
F |
Cl |
CH3 |
C2H5 |
CH3 |
C2H5 |
|
B-183 |
F |
Cl |
CH3 |
C2H5 |
C2H5 |
CH3 |
|
B-184 |
F |
Cl |
CH3 |
C2H5 |
C2H5 |
C2H5 |
|
B-185 |
Cl |
Cl |
CH3 |
C2H5 |
CH3 |
CH3 |
|
B-186 |
Cl |
Cl |
CH3 |
C2H5 |
CH3 |
C2H5 |
|
B-187 |
Cl |
Cl |
CH3 |
C2H5 |
C2H5 |
CH3 |
|
B-188 |
Cl |
Cl |
CH3 |
C2H5 |
C2H5 |
C2H5 |
|
B-189 |
CH3 |
Cl |
CH3 |
C2H5 |
CH3 |
CH3 |
|
B-190 |
CH3 |
Cl |
CH3 |
C2H5 |
CH3 |
C2H5 |
|
B-191 |
CH3 |
Cl |
CH3 |
C2H5 |
C2H5 |
CH3 |
|
B-192 |
CH3 |
Cl |
CH3 |
C2H5 |
C2H5 |
C2H5 |
|
|
|
Particular embodiments of the compounds I are the following compounds I*, In this formula, the substituents R 9 , R 10, R 78 and o are independently as defined or preferably defined herein: |
(MOL) (CDX)
Each of the groups mentioned for a substituent in the tables is furthermore per se, independently of the combination in which it is mentioned, a particularly preferred aspect of the substituent in question. Particularly preferred embodiments of combinations of R 9 and R 10 in according to the invention are as compiled in Table B*-1 to B*-9, wherein lines of B*-1 to B*-9 are also in any combination with one another a preferred embodiment of the present invention. |
Table B*1 Compounds of the formula I* in which o is 0 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*2 Compounds of formula I* in which o is 1, R 78 is 1″- CH 3 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*3 Compounds of formula I* in which o is 1, R 78 is 2″- CH 3 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*4 Compounds of formula I* in which o is 1, R 78 is 3″- CH 3 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*5 Compounds of formula I* in which o is 1, R 78 is 4″- CH 3 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*6 Compounds of formula I* in which o is 1, R 78 is 1″-CI and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*7 Compounds of formula I* in which o is 1, R 78 is 2″-CI and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*8 Compounds of formula I* in which o is 1, R 78 is 3″-CI and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*9 Compounds of formula I* in which o is 1, R 78 is 4″-CI and the meaning for the combination R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*10 Compounds of formula I* in which o is 1, R 78 is 1″-Br and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*11 Compounds of formula I* in which o is 1, R 78 is 2″-Br and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*12 Compounds of formula I* in which o is 1, R 78 is 3″-Br and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*13 Compounds of formula I* in which o is 1, R 78 is 4″-Br and the meaning for the combination R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*14 Compounds of formula I* in which o is 1, R 78 is 1″-F and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*15 Compounds of formula I* in which o is 1, R 78 is 2″-F and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*16 Compounds of formula I* in which o is 1, R 78 is 3″-F and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*17 Compounds of formula I* in which o is 1, R 78 is 4″-F and the meaning for the combination R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*18 Compounds of formula I* in which o is 1, R 78 is 1″-OCH 3 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*19 Compounds of formula I* in which o is 1, R 78 is 2″- OCH 3 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*20 Compounds of formula I* in which o is 1, R 78 is 3″- OCH 3 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*21 Compounds of formula I* in which o is 1, R 78 is 4″- OCH 3 and the meaning for the combination R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*22 Compounds of formula I* in which o is 1, R 78 is 1″-OCF 3 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*23 Compounds of formula I* in which o is 1, R 78 is 2″- OCF 3 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*24 Compounds of formula I* in which o is 1, R 78 is 3″- OCF 3 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*25 Compounds of formula I* in which o is 1, R 78 is 4″- OCF 3 and the meaning for the combination R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*26 Compounds of formula I* in which o is 1, R 78 is 1″-OCHF 2 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*27 Compounds of formula I* in which o is 1, R 78 is 2″- OCHF 2 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*28 Compounds of formula I* in which o is 1, R 78 is 3″- OCHF2 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*29 Compounds of formula I* in which o is 1, R 78 is 4″- OCHF 2 and the meaning for the combination R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*30 Compounds of formula I* in which o is 1, R 78 is 1″-CHF2 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*31 Compounds of formula I* in which o is 1, R 78 is 2″- CHF 2 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*32 Compounds of formula I* in which o is 1, R 78 is 3″- CHF2 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*33 Compounds of formula I* in which o is 1, R 78 is 4″- CHF2 and the meaning for the combination R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*34 Compounds of formula I* in which o is 1, R 78 is 1″-CF 3 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*35 Compounds of formula I* in which o is 1, R 78 is 2″- CF 3 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*36 Compounds of formula I* in which o is 1, R 79 is 3″- CF 3 and the meaning for the combination of R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
Table B*37 Compounds of formula I* in which o is 1, R 79 is 4″- CF 3 and the meaning for the combination R 9 and R 10 for each individual compound corresponds in each case to one line of Table B*. |
[TABLE-US-00009]
| TABLE B* |
|
|
line |
R9 |
R10 |
|
|
B*-1 |
H |
H |
|
B*-2 |
H |
CH3 |
|
B*-3 |
H |
C2H5 |
|
B*-4 |
H |
F |
|
B*-5 |
H |
Cl |
|
B*-6 |
H |
Br |
|
B*-7 |
H |
CN |
|
B*-8 |
H |
OCH3 |
|
B*-9 |
H |
OCHF2 |
|
B*-10 |
H |
CHF2 |
|
B*-11 |
H |
CF3 |
|
B*-12 |
H |
S—CH3 |
|
B*-13 |
H |
SO—CH3 |
|
B*-14 |
H |
SO2—CH3 |
|
B*-15 |
H |
CO—NH2 |
|
B*-16 |
H |
CO—NH(CH3) |
|
B*-17 |
H |
CO—N(CH3)2 |
|
B*-18 |
CH3 |
H |
|
B*-19 |
CH3 |
CH3 |
|
B*-20 |
CH3 |
C2H5 |
|
B*-21 |
CH3 |
F |
|
B*-22 |
CH3 |
Cl |
|
B*-23 |
CH3 |
Br |
|
B*-24 |
CH3 |
CN |
|
B*-25 |
CH3 |
OCH3 |
|
B*-26 |
CH3 |
OCHF2 |
|
B*-27 |
CH3 |
CHF2 |
|
B*-28 |
CH3 |
CF3 |
|
B*-29 |
CH3 |
S—CH3 |
|
B*-30 |
CH3 |
SO—CH3 |
|
B*-31 |
CH3 |
SO2—CH3 |
|
B*-32 |
CH3 |
CO—NH2 |
|
B*-33 |
CH3 |
CO—NH(CH3) |
|
B*-34 |
CH3 |
CO—N(CH3)2 |
|
B*-35 |
C2H5 |
H |
|
B*-36 |
C2H5 |
CH3 |
|
B*-37 |
C2H5 |
C2H5 |
|
B*-38 |
C2H5 |
F |
|
B*-39 |
C2H5 |
Cl |
|
B*-40 |
C2H5 |
Br |
|
B*-41 |
C2H5 |
CN |
|
B*-42 |
C2H5 |
OCH3 |
|
B*-43 |
C2H5 |
OCHF2 |
|
B*-44 |
C2H5 |
CHF2 |
|
B*-45 |
C2H5 |
CF3 |
|
B*-46 |
C2H5 |
S—CH3 |
|
B*-47 |
C2H5 |
SO—CH3 |
|
B*-48 |
C2H5 |
SO2—CH3 |
|
B*-49 |
C2H5 |
CO—NH2 |
|
B*-50 |
C2H5 |
CO—NH(CH3) |
|
B*-51 |
C2H5 |
CO—N(CH3)2 |
|
B*-52 |
F |
H |
|
B*-53 |
F |
CH3 |
|
B*-54 |
F |
C2H5 |
|
B*-55 |
F |
F |
|
B*-56 |
F |
Cl |
|
B*-57 |
F |
Br |
|
B*-58 |
F |
CN |
|
B*-59 |
F |
OCH3 |
|
B*-60 |
F |
OCHF2 |
|
B*-61 |
F |
CHF2 |
|
B*-62 |
F |
CF3 |
|
B*-63 |
F |
S—CH3 |
|
B*-64 |
F |
SO—CH3 |
|
B*-65 |
F |
SO2—CH3 |
|
B*-66 |
F |
CO—NH2 |
|
B*-67 |
F |
CO—NH(CH3) |
|
B*-68 |
F |
CO—N(CH3)2 |
|
B*-69 |
Cl |
H |
|
B*-70 |
Cl |
CH3 |
|
B*-71 |
Cl |
C2H5 |
|
B*-72 |
Cl |
F |
|
B*-73 |
Cl |
Cl |
|
B*-74 |
Cl |
Br |
|
B*-75 |
Cl |
CN |
|
B*-76 |
Cl |
OCH3 |
|
B*-77 |
Cl |
OCHF2 |
|
B*-78 |
Cl |
CHF2 |
|
B*-79 |
Cl |
CF3 |
|
B*-80 |
Cl |
S—CH3 |
|
B*-81 |
Cl |
SO—CH3 |
|
B*-82 |
Cl |
SO2—CH3 |
|
B*-83 |
Cl |
|