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

US6436925B1 · kind B1 · utility

Assignee

• Abbott Laboratories · US

Inventors

• Wilfried Lubisch · Mannheim, DE
• Achim Möller · Bad Kötzting, DE
• Hans-Jörg Treiber · Münstermaifeld, DE
• Monika Knopp · Ludwigshafen, DE

Key dates

• Filing date: Oct 3, 2000
• Grant date: Aug 20, 2002
• Expiry date: Oct 3, 2020

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D213/56
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

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, andR2 can be NR5CO—R6 and NHR5SO2—R6, andR3 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, andA 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 …