Benzimidazoles, pharmaceutical compositions containing these compounds and processes for preparing them
AssigneeKarl Thomae GmbH
InventorsBerthold Narr, Norbert Hauel, Jacques Van Meel, Wolfgang Wienen, Michael Entzeroth, Uwe Ries
Life of this patent
Estimating the term…
Abstract
The invention relates to benzimidazoles of general formula ##STR1## wherein R.sub.1 to R.sub.4 are as defined herein, the 1-, 3-isomer mixtures thereof and the addition salts thereof. The new compounds are useful, in particular, as angiotensin antagonists.
Claims8
A method for treating hypertension in a patient which comprises administering to the patient a therapeutically effective amount of a benzimidazole of the formula I ##STR18## wherein R.sub.1 represents a tetrahydrobenzimidazolyl group, or a benzimidazolyl group optionally substituted in the phenyl nucleus by a fluorine, chlorine or bromine atom, by a C.sub.1-3 -alkyl group, by a C.sub.1-3 -alkoxy or by a trifluoromethyl group, wherein the NH group of the above-mentioned imidazole rings may additionally be substituted by a C.sub.1-6 -alkyl group or by a C.sub.3-7 -cycloalkyl group;
- R.sub.2 represents a hydrogen atom or a straight-chained or branched C.sub.1-5 -alkyl group in which a methylene group may be replaced by a sulphur atom;
- R.sub.3 represents a carboxy, 1H-tetrazolyl or 1-triphenylmethyl-tetrazolyl group, or an alkoxycarbonyl group with a total of 2 to 5 carbon atoms;
- and
- R.sub.4 represents a hydrogen, fluorine, chlorine or bromine atom;
- or a pharmaceutically acceptable salt thereof.
A method for treating hypertension in a patient which comprises administering to the patient a therapeutically effective mount of a compound selected from the group consisting of:
- 4'-2-n-propyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl!methyl!biph enyl-2-carboxylic acid,
- 4'-2-n-propyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl!methyl!-2-( 1H-tetrazol-5-yl)-biphenyl,
- and the pharmaceutically salts thereof.
A benzimidazole of the formula:
- ##STR19## wherein R.sub.1 represents a tetrahydrobenzimidazolyl group, or a benzimidazolyl group optionally substituted in the phenyl nucleus by a fluorine, chlorine or bromine atom, by a C.sub.1-3 -alkyl group, by a C.sub.1-3 -alkoxy or by a trifluoromethyl group, wherein the NH group of the above-mentioned imidazole rings may additionally be substituted by a C.sub.1-6 -alkyl group or by a C.sub.3-7 -cycloalkyl group;
- R.sub.2 represents a hydrogen atom or a straight-chained or branched C.sub.1-5 -alkyl group in which a methylene group may be replaced by a sulphur atom;
- R.sub.3 represents a carboxy, 1H-tetrazolyl or 1-triphenylmethyl-tetrazolyl group, or an alkoxycarbonyl group with a total of 2 to 5 carbon atoms;
- and
- R.sub.4 represents a hydrogen, fluorine, chlorine or bromine atom;
- or a pharmaceutically acceptable salt thereof.
A compound selected from the group consisting of:
- 4'-2-n-propyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl!methyl!biph enyl-2-carboxylic acid,
- 4'-2-n-propyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl!methyl!-2-( 1H-tetrazol-5-yl)-biphenyl,
- and the pharmaceutically salts thereof.
Dependencies are inferred from the claim text.