Substituted benzamides, their production and their use as cysteine protease inhibitors

Abstract

Benzamides of the formula I and its tautomeric forms, possible enantiomeric and diastereomeric forms, E and Z forms, and possible physiologically tolerated salts, in which the variables have the following meanings: R1—C1-C6-alkyl, branched or unbranched, where one of the C atoms in this chain may be substituted by a phenyl ring, cyclohexyl ring, indolyl ring and an SCH3 group, and the phenyl ring in turn is substituted by by [sic] a maximum of two R4 radicals, where R4 [lacuna] hydrogen, C1-C4-alkyl, branched or unbranched, —O—C1-C4-alkyl, OH, Cl, F, Br, I, CF3, NO2, NH2, CN, COOH, COO—C1-C4-alkyl, NHCO—C1-C4-alkyl, and R2 can be NR5CO—R6 and NHR5SO2—R6, and R3 is chlorine, bromine, fluorine, C1-C6-alkyl, NHCO—C1-C4-alkyl, NHSO2—C1-C4-alkyl, NO2, —O—C1-C4-alkyl, CN, COOH, CONH2, COO—C1-C4-alkyl, SO2—C1-C4-alkyl, —SO2Ph, SO2NH—C1-C4-alkyl, iodine, SO2NH2 and NH2, and A can be aromatic rings and heteroaromatic rings such as naphthyl, quinolyl, quinoxyl, benzimidazolyl, benzothienyl, quinazolyl, phenyl, thienyl, imidazolyl, pyridyl, pyrimidyl and pyridazyl, it also being possible for the rings to be substituted by by [sic] R9 and up to 2 R8 radicals, and B a bond, —(CH2)m—, —(CH2)m—O—(CH2)o—, —(CH2)o—S—(CH2)m—, —(CH2)o—SO—(CH2)m—, —(CH2)o—SO2—(CH2)m—, —CH═CH—, —C≡C—, —CO—CH═CH—, —(CH2)o—CO—(CH2)m—, —(CH2)m—NHCO—(CH2)o—, —(CH2)m—CONH—(CH2)o—, —(CH2)m—NHSO2—(CH2)o—, —NH—CO—CH═CH—, —(CH2)m—SO2NH—(CH2)o—, A—B together also R5 hydrogen and C1-C4-alkyl and R6 is hydrogen, phenyl, naphthyl, C1-C6-alkyl, linear or branched, it being possible for a C atom in the chain to be substituted by a phenyl ring which itself may also be substituted by one or two R4 radicals, and R8 can be hydrogen, C1-C4-alkyl, branched or unbranched, —O—C1-C4-alkyl, OH, Cl, F, Br, I, CF3, NO2, NH2, CN, COOH, COO—C1-C4-alkyl, —NHCO—C1-C4-alkyl, phenyl, NHCO-phenyl, —NHSO2—C1-C4-alkyl, —NHSO2-phenyl, —SO2—C1-C4-alkyl, pyridine [sic] and SO2-phenyl, R9 hydrogen, —CHR14—(CH2)p—R12 where R12 pyrrolidine [sic], morpholine [sic], piperidine [sic], hexahydroazepine [sic], homopiperazine [sic], and R10 [lacuna] C1-C6-alkyl, branched or unbranched, and which may also carry a phenyl ring which is in turn substituted by by [sic] a maximum of two R11 radicals, where R11 is hydrogen, C1-C4-alkyl, branched or unbranched, —O—C1-C4-alkyl, OH, Cl, F, Br, I, CF3, NO2, NH2, CN, COOH, COO—C1-C4-alkyl, NHCO—C1-C4-alkyl, —NHSO2—C1-C4-alkyl and —SO2—C1-C4-alkyl; and R13 is hydrogen and C1-C6-alkyl, branched or unbranched, and n,p is [sic], independently of one another, a number 0, 1 or 2, and m,o is [sic], independently of one another, a number 0, 1, 2, 3 or 4.

Dependencies are inferred from the claim text.