Patent ID: 6207689
Filing Date: 2001-03-27
Classification: A61P,C07D

Abstract:
A compound of the formula I ##STR9##in whichY is a direct linkage, --CH.sub.2 -- or --CH.sub.2 --CH.sub.2 --;X is CH.sub.2 or CH-phenyl;R1 is F, Cl, Br, I, CF.sub.3, NO.sub.2, CN, COOH, COO(C.sub.1 -C.sub.6)alkyl, CONH.sub.2, CONH(C.sub.1 -C.sub.6)alkyl, CON[(C.sub.1 -C.sub.6)alkyl].sub.2, (C.sub.1 -C.sub.6)-alkyl, (C.sub.2 -C.sub.6)-alkenyl, (C.sub.2 -C.sub.6)--alkynyl, O-(C.sub.2 -C.sub.6)-alkyl (where one, more than one or all hydrogen(s) in the alkyl radicals may be replaced by fluorine, or one hydrogen may be replaced by OH, OC(O)CH.sub.3, OC(O)H, O--CH.sub.2 --Ph, NH.sub.2, NH--CO--CH.sub.3 or N(COOCH.sub.2 Ph).sub.2), SO.sub.2 --NH.sub.2, SO.sub.2 NH(C.sub.1 -C.sub.6)-alkyl, SO.sub.2 N[(C.sub.1 -C.sub.6)-alkyl].sub.2, S--(C.sub.1 -C.sub.6)-alkyl, S--(CH.sub.2).sub.n -phenyl, SO--(C.sub.1 -C.sub.6)-alkyl, SO--(CH.sub.2).sub.n -phenyl, SO.sub.2 --(C.sub.1-C.sub.6)-alkyl, SO.sub.2 --(CH.sub.2).sub.n -phenyl (where n is 0-6 and the phenyl radical may be substituted up to two times by F, Cl, Br, OH, CF.sub.3, NO.sub.2, CN, OCF.sub.3, O--(C.sub.1 -C.sub.6)-alkyl, (C.sub.1 -C.sub.6)-alkyl or NH.sub.2), NH.sub.2, NH--(C.sub.1 -C.sub.6)-alkyl, N((C.sub.1 -C.sub.6)-alkyl).sub.2, NH(C.sub.1 -C.sub.7)-acyl, phenyl, biphenylyl, O--(CH.sub.2).sub.n -phenyl (where n is 0-6), 1- or 2-naphthyl, 2-, 3- or 4-pyridyl, 2- or 3-furanyl, 2- or 3-thienyl (wherein the phenyl, biphenylyl, naphthyl, pyridyl, furanyl or thienyl rings may be independently optionally substituted up to 3 times by F, Cl, Br, I, OH, CF.sub.3, NO.sub.2, CN, OCF.sub.3, O--(C.sub.1 -C.sub.6)-alkyl, (C.sub.1 -C.sub.6)-alkyl, NH.sub.2, NH(C.sub.1 -C.sub.6)-alkyl, N((C.sub.1 -C.sub.6)-alkyl).sub.2, SO.sub.2 --CH.sub.3, COOH, COO--(C.sub.1 -C.sub.6)-alkyl or CONH.sub.2), 1,2,3-triazol-5-yl (wherein the triazole ring may be optionally substituted in position 1, 2 or 3 by methyl or benzyl) or tetrazol-5-yl (wherein the tetrazole ring may be optionally substituted in position 1 or 2 by methyl or benzyl);R1' is H, F, Cl, Br, I, CF.sub.3, NO.sub.2, CN, COOH, COO(C.sub.1 -C.sub.6)alkyl, CONH.sub.2, CONH(C.sub.1 -C.sub.6)alkyl, CON[(C.sub.1 -C.sub.6)alkyl].sub.2, (C.sub.1 -C.sub.6)-alkyl, (C.sub.2 -C.sub.6)-alkenyl, (C.sub.2 -C.sub.6)-alkynyl, O--(C.sub.2 -C.sub.6)-alkyl (where one, more than one or all hydrogen(s) in the alkyl radicals may be replaced by fluorine, or one hydrogen may be replaced by OH, OC(O)CH.sub.3, OC(O)H, O--CH.sub.2 --Ph, NH.sub.2, NH--CO--CH.sub.3 or N(COOCH.sub.2 Ph).sub.2), SO.sub.2 --NH.sub.2, SO.sub.2 NH(C.sub.1 -C.sub.6)-alkyl, SO.sub.2 N[(C.sub.1 -C.sub.6)-alkyl].sub.2, S--(C.sub.1 -C.sub.6)-alkyl, S--(CH.sub.2).sub.n -phenyl, SO--(C.sub.1 -C.sub.6)-alkyl, SO--(CH.sub.2).sub.n -phenyl, SO.sub.2 --(C.sub.1 -C.sub.6)-alkyl, SO.sub.2 --(CH.sub.2).sub.n -phenyl (where n is 0-6 and the phenyl radical may be substituted up to two times by F, Cl, Br, OH, CF.sub.3, NO.sub.2, CN, OCF.sub.3, O--(C.sub.1 -C.sub.6)-alkyl, (C.sub.1 -C.sub.6)-alkyl or NH.sub.2), NH.sub.2, NH--(C.sub.1 -C.sub.6)-alkyl, N((C.sub.1 -C.sub.6)-alkyl).sub.2, NH(C.sub.1 -C.sub.7)-acyl, phenyl, biphenylyl, O--(CH.sub.2).sub.n -phenyl (where n is 0-6), 1- or 2-naphthyl, 2-, 3- or 4-pyridyl, 2- or 3-furanyl, 2- or 3-thienyl (wherein the phenyl, biphenylyl, naphthyl, pyridyl, furanyl or thienyl rings may be independently optionally substituted up to 3 times by F, Cl, Br, I, OH, CF.sub.3, NO.sub.2, CN, OCF.sub.3, O--(C.sub.1 -C.sub.6)-alkyl, (C.sub.1 -C.sub.6)-alkyl, NH.sub.2, NH(C.sub.1 -C.sub.6)-alkyl, N((C.sub.1 -C.sub.6)-alkyl).sub.2, SO.sub.2 --CH.sub.3, COOH, COO--(C.sub.1 -C.sub.6)-alkyl or CONH.sub.2), 1,2,3-triazol-5-yl (wherein the triazole ring may be optionally substituted in position 1, 2 or 3 by methyl or benzyl) or tetrazol-5-yl (wherein the tetrazole ring may be optionally substituted in position 1 or 2 by methyl or benzyl);R2 is (C.sub.1 -C.sub.6)-alkyl, (CH.sub.2).sub.n --COOH (where n is 1-4), (C.sub.3 -C.sub.6)-cycloalkyl, (CH.sub.2).sub.n -phenyl, (CH.sub.2).sub.n -thienyl, (CH.sub.2).sub.n -pyridyl or (CH.sub.2).sub.n -furyl (where n is 0-5 and the phenyl, thienyl, pyridyl or furyl may each be substituted up to two times by Cl, F, CN, CF.sub.3, (C.sub.1 -C.sub.3)-alkyl, OH or O--(C.sub.1 -C.sub.6)-alkyl);R3 is (C.sub.1 -C.sub.6)-alkyl, (CH.sub.2).sub.n --COOH (where n is 1-4), (C.sub.3 -C.sub.6)-cycloalkyl, (CH.sub.2).sub.n -phenyl, (CH.sub.2).sub.n -thienyl, (CH.sub.2).sub.n -pyridyl or (CH.sub.2).sub.n -furyl (where n is 0-5 and the phenyl, thienyl, pyridyl or furyl may each be substituted up to two times by Cl, F, CN, CF.sub.3, (C.sub.1 -C.sub.3)-alkyl, OH or O--(C.sub.1 -C.sub.6)-alkyl);and their physiologically tolerated salts and physiologically functional derivatives.