Patent ID: 6262123
Filing Date: 2001-07-17
Classification: A61P,C07C

Abstract:
An ortho-substituted benzoylguanidine of the formula I ##STR4##in which:R(1) is H, F, Cl, Br, I, CN, NO.sub.2, alkyl, having 1, 2, 3, 4, 5, 6, 7 or 8 carbon atoms, alkoxy having 1, 2, 3, 4, 5, 6, 7 or 8 carbon atoms, cycloalkyl having 3, 4, 5, 6, 7 or 8 carbon atoms, cycloalkoxy having 3, 4, 5, 6, 7 or 8 carbon atoms or X.sub.a --(CH.sub.2).sub.b --(CF.sub.2).sub.c --CF.sub.3 ;X is oxygen, S or NR(5),a is zero or 1;b is zero, 1 or 2;c is zero, 1, 2or 3;R (5) is H, alkyl having 1, 2, 3 or 4 carbon atoms or --C.sub.d H.sub.2d R(.sup.6);d is zero, 1, 2, 3 or 4;R(6) is cycloalkyl having 3, 4, 5, 6, 7 or 8 carbon atoms, phenyl, biphenylyl or naphthyl,where the aromatic radicals phenyl, biphenylyl or naphthyl are unsubstituted or substituted by 1-3 substituents selected from the group consisting of F, Cl, CF.sub.3, methyl, methoxy and NR(7)R(8);R(7) and R(8) are, independently, H or alkyl having 1, 2, 3 or 4 carbon atoms;orR(1) is --SR(10), --OR(10) or --CR(10)R(11)R(12);R(10) is --C.sub.f H.sub.2f -cycloalkyl having 3, 4, 5, 6, 7 or 8 carbon atoms in the cycloalkyl ring, or phenyl,where phenyl is unsubstituted or substituted by 1-3 substituents selected from the group consisting of F, Cl, CF.sub.3, CH.sub.3, methoxy, hydroxyl, amino, methylamino and dimethylamino;f is zero, 1 or 2;R(11) and R(12) are, independently of each other, defined as R(10), or hydrogen or alkyl having 1, 2, 3 or 4 carbon atoms;orR(1) is phenyl, naphthyl, biphenylyl or heteroaryl having 1, 2, 3, 4, 5, 6, 7, 8 or 9 carbon atoms, with the latter being linked by a C atom or an N atom of the ring, which are in each case unsubstituted or substituted by 1-3 substituents selected from the group consisting of F, Cl, CF.sub.3, CH.sub.3, methoxy, hydroxyl, amino, methylamino and dimethylamino,orR(1) is --SR(13),--OR(13),--NHR(13),--NR(13)R(14),--CHR(13)R(15), --C[R(15)R(16)OH], --C.ident.CR(18), --C[R(19)].dbd.CHR(18) or --C[R(20)R(21)].sub.k --(CO)--[(CR(22)R(23)].sub.l --R(24),k is zero, 1, 2, 3 or 4;l is zero, 1, 2, 3 or 4;R(13) and R(14) are, identically or differently, --(CH.sub.2).sub.g --(CHOH).sub.h --(CH.sub.2).sub.i --(CHOH).sub.j --R(17) or --(CH.sub.2).sub.g --O--(CH.sub.2 --CH.sub.2 O).sub.h --R(24);R(17) is hydrogen or methyl,g, h and i are, identically or differently, zero, 1, 2, 3 or 4;is 1, 2, 3 or 4;R(15) and R(16) are, identically or differently, hydrogen, alkyl having 1, 2, 3, 4, 5 or 6 carbon atoms, or are, together with the carbon atom carrying them, cycloalkyl having 3, 4, 5, 6, 7 or 8 carbon atoms;R(18) is phenyl, which is unsubstituted or substituted by 1-3 substituents selected from the group consisting of F, Cl, CF.sub.3, methyl, methoxy and NR(25)R(26);R(25) and R(26) are H or alkyl having 1, 2, 3 or 4 carbon atoms;orR(18) is heteroaryl having 1, 2, 3, 4, 5, 6, 7, 8 or 9 carbon atoms, which is unsubstituted or substituted as phenyl;orR(18) is alkyl having 1, 2, 3, 4, 5 or 6 carbon atoms, which is unsubstituted or substituted by 1-3 OH;orR(18) is cycloalkyl having 3, 4, 5, 6, 7 or 8 carbon atoms;R(19), R(20), R(21), R(22) and R(23) are, identically or differently, hydrogen or methyl;R(24) is H, alkyl having 1, 2, 3, 4, 5 or 6 carbon atoms, cycloalkyl having 3, 4, 5, 6, 7 or 8 carbon atoms or --C.sub.m H.sub.2m --R(.sup.18);m is 1, 2, 3 or 4;one of the two substituents R(2) and R(3) is hydroxyl;andthe other of the substituents R(2) and R(3) in each case is defined as R(1);R(4) is alkyl having 1, 2, 3 or 4 carbon atoms; alkoxy having 1, 2, 3 or 4 carbon atoms, F, Cl, Br, CN, I or --(CH.sub.2).sub.n --(CF.sub.2).sub.o --CF.sub.3 ;n is zero or 1;o is zero or 1;or a pharmaceutically tolerated salts thereof.