Patent ID: 6159996
Filing Date: 2000-12-12
Classification: A61P,C07D

Abstract:
A polycyclic thiazolidin-2-ylidene amine of the formula I ##STR17## in which A)Y is a direct bond, --CH.sub.2 --, or --CH.sub.2 --CH.sub.2 --;X is CH.sub.2, CH(CH.sub.3), CH(C.sub.2 H.sub.5), or CH(C.sub.3 H.sub.7);R1 is 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.2 -C.sub.6)-alkyl; (C.sub.2 -C.sub.6)-alkenyl; (C.sub.2 -C.sub.6)-alkyny; O--CH.sub.2 --CF.sub.3 ; O--CH.sub.2 --CF.sub.2 --CF.sub.3 ; O--(C.sub.4 -C.sub.6)-alkyl, where in the alkyl radicals one or more, or all hydrogen(s) may be replaced by fluorine, or one hydrogen may be replaced by OH, OC(O)CH.sub.3, O--CH.sub.2 --Ph, NH.sub.2 or N(COOCH.sub.2 Ph).sub.2 ;S--(C.sub.1 -C.sub.6)-alkyl; S--(CH.sub.2).sub.n -pheny; SO--(C.sub.1 -C.sub.6)-alky; SO--(CH.sub.2).sub.n -pheny; SO.sub.2 --(C.sub.1 -C.sub.6)-alkyl; SO.sub.2 --(CH.sub.2).sub.n -phenyl; where n may be =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; biphenyl; O--(CH.sub.2).sub.n -phenyl, where n may be =0-6; 1- or 2-naphthyl; 2-, 3- or 4-pyridyl; 2- or 3-furanyl or 2- or 3-thienyl; where the phenyl, biphenyl, naphthyl, pyridyl, furanyl or thienyl rings in each case may be substituted one 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, where the triazole ring may be substituted in the 1-, 2- or 3-position by methyl or benzyl;tetrazol-5-yl, where the tetrazole ring may be substituted in the 1- or 2-position by methyl or benzyl;R1' is H, F, Cl, Br, I, CH.sub.3, CF.sub.3, O--(C.sub.1 -C.sub.3)-alkyl, NO.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 or R1;R2 is H, (C.sub.1 -C.sub.6)-alkyl, (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, (CH.sub.2).sub.n -furyl, C(O)--(CH.sub.2).sub.n -phenyl, C(O)--(CH.sub.2).sub.n -thienyl, C(O)--(CH.sub.2).sub.n -pyridyl, or C(O)--(CH.sub.2).sub.n -furyl, where n may be =0-5 and in which phenyl, thienyl, pyridyl, furyl in each case may be substituted up to two times by Cl, F, CN, CF.sub.3, (C.sub.1 -C.sub.3)-alkyl, OH, O--(C.sub.1 -C.sub.6)-alkyl; C(O)--(C.sub.1 -C.sub.6)-alkyl, or C(O)--(C.sub.3 -C.sub.6)-cycloalkyl;R3 is H, (C.sub.1 -C.sub.6)-alkyl, F, CN, N.sub.3, O--(C.sub.1 -C.sub.6)-alkyl, CH.sub.2 --COO(C.sub.1 -C.sub.6 alkyl), CH.sub.2 --COO(C.sub.3 -C.sub.8 cycloalkyl), CH.sub.2 --COOH, CH.sub.2 --CONH.sub.2, CH.sub.2 --CONHCH.sub.3, CH.sub.2 --CON(CH.sub.3).sub.2, (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 may be =0-5 and in which phenyl, thienyl, pyridyl, and furyl in each case may be substituted up to two times by Cl, F, CN, CF.sub.3, (C.sub.1 -C.sub.3)-alkyl, OH, O--(C.sub.1 -C.sub.6)-alkyl; (C.sub.2 -C.sub.6)-alkynyl, (C.sub.2 -C.sub.6)-alkenyl, C(O)OCH.sub.3, C(O)OCH.sub.2 CH.sub.3, C(O)OH, C(O)NH.sub.2, C(O)NHCH.sub.3, C(O)N(CH.sub.3).sub.2, or OC(O)CH.sub.3 ;R4 is (C.sub.1 -C.sub.6)-alkyl, (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 may be =0-5 and in which phenyl, thienyl, pyridyl, and furyl in each case may 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;R5 is (C.sub.1 -C.sub.6)-alkyl, (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 may be =0-5 and in which phenyl, thienyl, pyridyl, or furyl in each case may 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;orR4 and R5 together form a --CH.sub.2 --CH.sub.2 --, --CH.sub.2 --C(CH.sub.3).sub.2 --, --CH.sub.2 --CH.sub.2 --CH.sub.2 --, or --CH.sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.2 -- group;orB)Y is a direct bond, --CH.sub.2 -- or --CH.sub.2 --CH.sub.2 --;X is CH.sub.2, CH(CH.sub.3), CH(C.sub.2 H.sub.5), or CH(C.sub.3 H.sub.7);R1 and R1' independently of one another are H; F; Cl; Br; I; 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.1 -C.sub.6)-alkyl; O--CH.sub.2 --CF.sub.3 ; O--CH.sub.2 --CF.sub.2 --CF.sub.3, or O--(C.sub.4 -C.sub.6)-alkyl;where in the alkyl radicals one or more, or all hydrogen(s) may be replaced by fluorine, or one hydrogen may be replaced by OH, OC(O)CH.sub.3, O--CH.sub.2 -Ph, NH.sub.2 or N(COOCH.sub.2 Ph).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; or SO.sub.2 --(CH.sub.2).sub.n -phenyl; where n may be =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 ;SO.sub.2 NH(C.sub.1 -C.sub.6)-alkyl; SO.sub.2 N[(C.sub.1 -C.sub.6)-alkyl].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; biphenyl; or O--(CH.sub.2).sub.n -phenyl; where n may be =0-6, 1- or 2-naphthyl, 2-, 3- or 4-pyridyl, 2- or 3-furanyl or 2- or 3-thienyl, where the phenyl, biphenyl, naphthyl, pyridyl, furanyl or thienyl rings in each case may be substituted one 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, where the triazole ring may be substituted in the 1-, 2- or 3-position by methyl or benzyl; tetrazol-5-yl, where the tetrazole ring may be substituted in the 1- or 2-position by methyl or benzyl;R2 is H, (C.sub.1 -C.sub.6)-alkyl, (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, (CH.sub.2).sub.n -furyl, C(O)--(CH.sub.2).sub.n -phenyl, C(O)--(CH.sub.2).sub.n -thienyl, C(O)--(CH.sub.2).sub.n -pyridyl, or C(O)--(CH.sub.2).sub.n -furyl, where n may be =0-5 and in which phenyl, thienyl, pyridyl, and furyl in each case may be substituted up to two times by Cl, F, CN, CF.sub.3, (C.sub.1 -C.sub.3)-alkyl, OH, O--(C.sub.1 -C.sub.6)-alkyl; C(O)--(C.sub.1 -C.sub.6)-alkyl, or C(O)--(C.sub.3 -C.sub.6)-cycloalkyl;R3 is (C.sub.4 -C.sub.6)-alkyl, F, CN, N.sub.3, O--(C.sub.1 -C.sub.6)-alkyl, CH.sub.2 --COO(C.sub.1 -C.sub.6 alkyl), CH.sub.2 --COO(C.sub.3 -C.sub.8 cycloalkyl), CH.sub.2 --COOH, CH.sub.2 --CONH.sub.2, CH.sub.2 --CONHCH.sub.3, CH.sub.2 --CON(CH.sub.3).sub.2, (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 may be =0-5 and in which phenyl, thienyl, pyridyl, and furyl in each case may 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; (C.sub.2 -C.sub.6)-alkynyl, (C.sub.2 -C.sub.6)-alkenyl, C(O)OCH.sub.3, C(O)OCH.sub.2 CH.sub.3, C(O)OH, C(O)NH.sub.2, C(O)NHCH.sub.3, C(O)N(CH.sub.3).sub.2, or OC(O)CH.sub.3 ;R4 is (C.sub.1 -C.sub.6)-alkyl, (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 may be =0-5 and in which phenyl, thienyl, pyridyl, and furyl in each case may 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;R5 is (C.sub.1 -C.sub.6)-alkyl, (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 may be =0-5 and in which phenyl, thienyl, pyridyl, and furyl in each case may 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;orR4 and R5 together form a --CH.sub.2 --CH.sub.2 --, --CH.sub.2 --C(CH.sub.3).sub.2 --, --CH.sub.2 --CH.sub.2 --CH.sub.2 --, or --CH.sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.2 -- group;orC)Y is a direct bond, --CH.sub.2 -- or --CH.sub.2 --CH.sub.2 --;X is CH.sub.2, CH(CH.sub.3), CH(C.sub.2 H.sub.5), or CH(C.sub.3 H.sub.7);R1 and R1' independently of one another are H; F; Cl; Br; I; 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.1 -C.sub.6)-alkyl; O--CH.sub.2 --CF.sub.3 ; O--CH.sub.2 --CF.sub.2 --CF.sub.3 ; or O--(C.sub.4 -C.sub.6)-alkyl, where in the alkyl radicals one or more, or all hydrogen(s) may be replaced by fluorine, or one hydrogen may be replaced by OH, OC(O)CH.sub.3, O--CH.sub.2 --Ph, NH.sub.2 or N(COOCH.sub.2 Ph).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; or SO.sub.2 --(CH.sub.2).sub.n -phenyl; where n may be =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 ;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 ; 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; biphenyl; or O--(CH.sub.2).sub.n -phenyl, where n may be =0-6, 1- or 2-naphthyl, 2-, 3- or 4-pyridyl, 2- or 3-furanyl or 2- or 3-thienyl, where the phenyl, biphenyl, naphthyl, pyridyl, furanyl or thienyl rings in each case may be substituted one 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, where the triazole ring may be substituted in the 1-, 2- or 3-position by methyl or benzyl; tetrazol-5-yl, where the tetrazole ring may be substituted in the 1- or 2-position by methyl or benzyl;R2 is (C.sub.1 -C.sub.6)-alkyl, C.sub.2 -C.sub.8 alkenyl, C.sub.2 -C.sub.8 alkinyl, (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, (CH.sub.2).sub.n -furyl, C(O)--(CH.sub.2).sub.n -phenyl, C(O)--(CH.sub.2).sub.n -thienyl, C(O)--(CH.sub.2).sub.n -pyridyl, or C(O)--(CH.sub.2).sub.n -furyl, where n may be =0-5 and in which phenyl, thienyl, pyridyl, and furyl in each case may be substituted up to two times by Cl, F, CN, CF.sub.3, (C.sub.1 -C.sub.3)-alkyl, OH, O--(C.sub.1 -C.sub.6)-alkyl; C(O)--(C.sub.1 -C.sub.6)-alkyl, or C(O)--(C.sub.3 -C.sub.6)-cycloalkyl;R3 is H, (C.sub.1 -C.sub.6)-alkyl, F, CN, N.sub.3, O--(C.sub.1 -C.sub.6)-alkyl, CH.sub.2 --COO(C.sub.1 -C.sub.6 alkyl), CH.sub.2 --COO(C.sub.3 -C.sub.8 cycloalkyl), CH.sub.2 --COOH, CH.sub.2 --CONH.sub.2, CH.sub.2 --CONHCH.sub.3, CH.sub.2 --CON(CH.sub.3).sub.2, (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 may be =0-5 and in which phenyl, thienyl, pyridyl, and furyl in each case may be substituted up to two times by Cl, F, CN, CF.sub.3, (C.sub.1 -C.sub.3)-alkyl, OH, O--(C.sub.1 -C.sub.6)-alkyl; (C.sub.2 -C.sub.6)-alkynyl, (C.sub.2 -C.sub.6)-alkenyl, C(O)OCH.sub.3, C(O)OCH.sub.2 CH.sub.3, C(O)OH, C(O)NH.sub.2, C(O)NHCH.sub.3, C(O)N(CH.sub.3).sub.2, or OC(O)CH.sub.3 ;R4 is (C.sub.1 -C.sub.6)-alkyl, (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 may be =0-5 and in which phenyl, thienyl, pyridyl, and furyl in each case may 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;R5 is (C.sub.1 -C.sub.6)-alkyl, (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 may be =0-5 and in which phenyl, thienyl, pyridyl, and furyl in each case may 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;orR4 and R5 together form a --CH.sub.2 --CH.sub.2 --, --CH.sub.2 --C(CH.sub.3).sub.2 --, --CH.sub.2 --CH.sub.2 --CH.sub.2 --, or --CH.sub.2 --, CH.sub.2 --CH.sub.2 --CH.sub.2 -- group;orD)Y is a direct bond, --CH.sub.2 -- or --CH.sub.2 --CH.sub.2 --;X is CH(phenyl), where the phenyl radical may be substituted by F, Cl, Br or I, O, S, SO, SO.sub.2 or N-R.sub.6 ;R1 and R1' independently of one another are H; F; Cl; Br; I; 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.1 -C.sub.6)-alkyl; O--CH.sub.2 -CF.sub.3 ; O--CH.sub.2 --CF.sub.2 --CF.sub.3 ; or O--(C.sub.4 -C.sub.6)-alkyl, where in the alkyl radicals one or more, or all hydrogen(s) may be replaced by fluorine, or one hydrogen may be replaced by OH, OC(O)CH.sub.3, O--CH.sub.2 --Ph, NH.sub.2 or N(COOCH.sub.2 Ph).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; or SO.sub.2 --(CH.sub.2).sub.n -phenyl, where n may be =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 ; 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 ; 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; biphenyl; or O--(CH.sub.2).sub.n -phenyl, where n may be =0-6, 1- or 2-naphthyl, 2-, 3- or 4-pyridyl, 2- or 3-furanyl or 2- or 3-thienyl, where the phenyl, biphenyl, naphthyl, pyridyl, furanyl or thienyl rings in each case may be substituted one 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, COOH, COO--(C.sub.1 -C.sub.6)-alkyl, or CONH.sub.2 ;1,2,3-triazol-5-yl, where the triazole ring may be substituted in the 1-, 2- or 3-position by methyl or benzyl;tetrazol-5-yl, where the tetrazole ring may be substituted in the 1- or 2-position by methyl or benzyl;R2 is H, (C.sub.1 -C.sub.6)-alkyl, (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, (CH.sub.2).sub.n -furyl, C(O)--(CH.sub.2).sub.n -phenyl, C(O)--(CH.sub.2).sub.n -thienyl, C(O)--(CH.sub.2).sub.n -pyridyl, or C(O)--(CH.sub.2).sub.n -furyl, where n may be =0-5 and in which phenyl, thienyl, pyridyl, and furyl in each case may be substituted up to two times by Cl, F, CN, CF.sub.3, (C.sub.1 -C.sub.3)-alkyl, OH, O--(C.sub.1 -C.sub.6)-alkyl; C(O)--(C.sub.1 -C.sub.6)-alkyl, or C(O)--(C.sub.3 -C.sub.6)-cycloalkyl;R3 is H, (C.sub.1 -C.sub.6)-alkyl, F, CN, N.sub.3, O--(C.sub.1 -C.sub.6)-alkyl, CH.sub.2 --COO(C.sub.1 -C.sub.6 alkyl), CH.sub.2 --COO(C.sub.3 -C.sub.8 cycloalkyl), CH.sub.2 --COOH, CH.sub.2 --CONH.sub.2, CH.sub.2 --CONHCH.sub.3, CH.sub.2 --CON(CH.sub.3).sub.2, (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 may be =0-5 and in which phenyl, thienyl, pyridyl, and furyl in each case may be substituted up to two times by Cl, F, CN, CF.sub.3, (C.sub.1 -C.sub.3)-alkyl, OH, O--(C.sub.1 -C.sub.6)-alkyl; (C.sub.2 -C.sub.6)-alkynyl, (C.sub.2 -C.sub.6)-alkenyl, C(O)OCH.sub.3, C(O)OCH.sub.2 CH.sub.3, C(O)OH, C(O)NH.sub.2, C(O)NHCH.sub.3, C(O)N(CH.sub.3).sub.2, or OC(O)CH.sub.3 ;R4 is (C.sub.1 -C.sub.6)-alkyl, (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 may be =0-5 and in which phenyl, thienyl, pyridyl, and furyl in each case may 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;R5 is (C.sub.1 -C.sub.6)-alkyl, (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 may be =0-5 and in which phenyl, thienyl, pyridyl, and furyl in each case may 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;orR4 and R5 together form a --CH.sub.2 --CH.sub.2 --, --CH.sub.2 --C(CH.sub.3).sub.2 --, --CH.sub.2 --CH.sub.2 --CH.sub.2 --, or --CH.sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.2 -- group;R6 is SO.sub.2 --(C.sub.6 H.sub.4 -4-CH.sub.3)orE)Y is a direct bond, --CH.sub.2 -- or --CH.sub.2 --CH.sub.2 --;X is CH.sub.2, CH(CH.sub.3), CH(C.sub.2 H.sub.5), or CH(C.sub.3 H.sub.7);R1 is H, F, Cl, Br, I, CH.sub.3, CF.sub.3, or O--(C.sub.1 -C.sub.3)-alkyl;R1' is H, F, Cl, Br, I, or NO.sub.2 ;R2 is H;R3 is H, or (C.sub.1 -C.sub.3)-alkyl;R4 is phenyl, where the phenyl radical may be substituted up to two times by F, Cl, Br, I, (C.sub.1 -C.sub.6)-alkyl, (C.sub.3 -C.sub.6)-cycloalkyl, O--C.sub.1 -C.sub.3)-alkyl, CF.sub.3, OCF.sub.3, O--CH.sub.2 -phenyl, COOH, COO(C.sub.1 -C.sub.6)-alkyl, COO(C.sub.3 -C.sub.6)-cycloalkyl, or CONH.sub.2 ;R5 is phenyl, where the phenyl radical may be substituted up to two times by F, Cl, Br, I, (C.sub.1 -C.sub.6)-alkyl, (C.sub.3 -C.sub.6)-cycloalkyl, O--(C.sub.1 -C.sub.3)-alkyl, CF.sub.3, OCF.sub.3, O--CH.sub.2 -phenyl, COOH, COO(C.sub.1 -C.sub.6)-alkyl, COO(C.sub.3 -C.sub.6)-cycloalkyl, or CONH.sub.2 ;or a physiologically tolerable salt thereof or a physiologically functional derivative thereof.