| 摘要 |
The invention relates to benzimidazolyl derivatives of the general formula <IMAGE> in which R1 is an amino group which is disubstituted by alkyl groups and in which one alkyl group can be substituted by a phenyl group, or is an optionally phenyl-, hydroxyl-, carboxyl-, alkylcarbonyl-, aminocarbonyl-, cyano- or N-alkanoylalkylamino-substituted pyrrolidino, piperidino or hexamethyleneimino group, where the hydroxyl group cannot be in the position alpha to the ring nitrogen atom, one of the abovementioned piperidino groups can additionally be substituted by an alkyl group and, additionally, the methylene group in position 4 of the piperidino group can be replaced by an oxygen atom, a carbonyl, sulphinyl, imino or N-alkylimino group or an ethylene group in position 3,4 of the piperidino group or in position 4,5 of the hexamethyleneimino group can be replaced by an ethenylene, thiophenylene or thiazolylene group, or is a piperidino group which is substituted by two or three alkyl groups and in which the alkyl substituents can be identical or different, or is a tetrahydro-4H-thiazolo[4,5-d]azepin-6-yl or tetrahydrothiazolo[4',5':5,4]thieno[3,2-c]pyridin-7-yl group which is optionally substituted in position 2 by an amino group, R2 is a hydrogen atom or an alkyl group and R3 is a phenyl group which is optionally substituted by a fluorine, chlorine or bromine atom, by an alkyl, nitro, amino, alkylamino, dialkylamino, phenyl or cyclohexyl group, where the phenyl substituent can likewise be substituted by a fluorine, chlorine or bromine atom or by a nitro or amino group, or is a phenyl group which is substituted by fluorine, chlorine or bromine atoms or by alkyl or alkoxy groups, where one of the substituents can also be a nitro or amino group, or is a phenyl group which is substituted by a hydroxyl, amino, alkylamino, dialkylamino or pyrrolyl group, where the phenyl group is also substituted by two chlorine or bromine atoms or by two alkyl groups with 1 to 4 carbon atoms, and the pyrrolyl group can be substituted by one or two alkyl groups, or is a naphthyl group which is optionally mono- or disubstituted by hydroxyl, alkoxy or dialkylamino groups, or is an indanyl, quinolyl, 1,2,3,4-tetrahydroquinolyl, isoquinolyl, 1,2,3,4-tetrahydroisoquinolyl, carbazole, 1,2,3,4-tetrahydrocarbazole or dibenzofuranyl group which is optionally substituted by an alkyl group, where one imino group can additionally be substituted by an alkyl group which can also be substituted by a carboxyl or alkoxycarbonyl group, where, unless otherwise mentioned, the alkyl, alkanoyl and alkoxy moieties mentioned in the definitions of the radicals R1 to R3 can in each case contain 1 to 3 carbon atoms, their mixtures of positional isomers and their salts, which have valuable pharmacological properties, in particular an action prolonging the thrombin time, a thrombin-inhibiting action and an inhibitory action on related serine proteases such as trypsin, to pharmaceuticals containing this compound and to processes for the preparation thereof. |
