Patent ID: 6436925
Filing Date: 2002-08-20
Classification: A61P,C07C,C07D

Abstract:
A benzamide of formula I or a tautomeric form, an enantiomeric or diastereomeric form, an E or Z form, or a physiologically tolerated salt thereof, whereinR1 is C1-C6-alkyl, where one of the C atoms is optionally substituted by a phenyl ring, a cyclohexyl ring, an indolyl ring or an SCH3 group, and the phenyl ring in turn is unsubstituted or substituted by one or two R4 radicals, R2 is NR5COâ€”R6 or NHR5SO2â€”R6, R3 is chlorine, bromine, fluorine, C1-C6-alkyl, NHCOâ€”C1-C4-alkyl, NHSO2â€”C1-C4-alkyl, NO2, â€”Oâ€”C1-C4-alkyl, CN, COOH, CONH2, COOâ€”C1-C4-alkyl, SO2â€”C1-C4-alkyl, â€”SO2Ph, SO2NHâ€”C1-C4-alkyl, iodine, SO2NH2 or NH2, A is an aromatic ring or a heteroaromatic ring selected from the group consisting of naphthyl, quinolyl, quinoxyl, benzimidazolyl, benzothienyl, quinazolyl, phenyl, thienyl, imidazolyl, pyridyl, pyrimidyl and pyridazyl, which ring is optionally substituted by R9 and up to 2 R8 radicals, B is a bond, â€”(CH2)mâ€”, â€”(CH2)mâ€”Oâ€”(CH2)oâ€”, â€”(CH2)oâ€”Sâ€”(CH2)mâ€”, â€”(CH2)oâ€”SOâ€”(CH2)mâ€”, â€”(CH2)oâ€”SO2â€”(CH2)mâ€”, â€”CH&boxH;CHâ€”, â€”Câ‰¡Câ€”, â€”COâ€”CH&boxH;CHâ€”, â€”(CH2)oâ€”COâ€”(CH2)mâ€”, â€”(CH2)mâ€”NHCOâ€”(CH2)oâ€”, â€”(CH2)mâ€”CONHâ€”(CH2)oâ€”, â€”(CH2)mâ€”NHSO2â€”(CH2)oâ€”, â€”NHâ€”COâ€”CH&boxH;CHâ€”, â€”(CH2)mâ€”SO2NHâ€”(CH2)oâ€”, or Aâ€”B represents a radical of formula R4 is hydrogen, C1-C4-alkyl, â€”Oâ€”C1-C4-alkyl, OH, Cl, F, Br, I, CF3, NO2, NH2, CN, COOH, COOâ€”C1-C4-alkyl or NHCOâ€”C1-C4-alkyl, R5 is hydrogen or C1-C4-alkyl, R6 is hydrogen, phenyl, naphthyl, C1-C6-alkyl, where one of the C atoms is optionally substituted by a phenyl ring which in turn is unsubstituted or substituted by one or two R4 radicals, R8 is hydrogen, C1-C4-alkyl, â€”Oâ€”C1-C4-alkyl, OH, Cl, F, Br, I, CF3, NO2, NH2, CN, COOH, COOâ€”C1-C4-alkyl, â€”NHCOâ€”C1-C4-alkyl, phenyl, NHCO-phenyl, â€”NHSO2â€”C1-C4-alkyl, â€”NHSO2-phenyl, â€”SO2â€”C1-C4-alkyl, pyridyl or SO2-phenyl, R9 is hydrogen, â€”NHR10R13, â€ƒor â€”CHR14â€”(CH2)pâ€”R12, R10 is C1-C6-alkyl which optionally carries a phenyl ring which is in turn substituted by a maximum of two R11 radicals, R11 is hydrogen, C1-C4-alkyl, â€”Oâ€”C1-C4-alkyl, OH, Cl, F, Br, I, CF3, NO2, NH2, CN, COOH, COOâ€”C1-C4-alkyl, NHCOâ€”C1-C4-alkyl, â€”NHSO2â€”C1-C4-alkyl or â€”SO2â€”C1-C4-alkyl; R12 is pyrrolidinyl, morpholinyl, piperidinyl, hexahydroazepinyl or homopiperazinyl, R13 is hydrogen or C1-C6-alkyl, n, p are, independently of one another, 0, 1 or 2, and m, o are, independently of one another, 0, 1, 2, 3 or 4.