IE873089L - Pyrrolo-benzimidazoles - Google Patents

Abstract

Pyrrolobenzimidazoles of the formula <IMAGE> in which A and B together with the two intermediate carbon atoms represent an imidazo group of the formula <IMAGE> in which R1 represents a hydrogen atom or an alkyl group which is optionally substituted by a phenyl group and R2 represents a hydrogen atom, an alkyl group which is optionally substituted by a phenyl, pyridyl or thienyl group, a vinylene group which is substituted at the end by a phenyl or pyridyl group, a phenyl group which is optionally substituted by a halogen atom, or a hydroxyl, alkoxy, mercapto, alkylmercapto, alkylsulphinyl, alkylsulphonyl, cyano, amino, alkylamino, dialkylamino, alkanoylamino or nitro group, it being possible for a hydroxyphenyl group to be substituted additionally by one or two alkyl groups or an aminophenyl group to be substituted by one or two halogen atoms, a phenyl group disubstituted by halogen atoms, or hydroxyl, alkoxy, mercapto, alkylmercapto, alkylsulphinyl or alkylsulphonyl groups, it being possible for the substituents of the phenyl ring to be identical or different, a 5- or 6-membered heteroaromatic ring bonded via a carbon atom and which contains an oxygen, sulphur or nitrogen atom, two or three nitrogen atoms or a nitrogen atom and an oxygen or sulphur atom, to which one or two 1,4-butadienyl groups can be additionally bonded via two adjacent carbon atoms, where in this case the bonding can also take place via a fused-on phenyl ring and in the case of the pyridines these can additionally be substituted by an amino, alkylamino, dialkylamino, alkanoylamino or morpholino group or by two halogen atoms or by a halogen atom and an amino or morpholino group and in the case of the quinolines can be additionally mono- or disubstituted by a halogen atom, or an alkoxy or phenyl group, it being possible for the substituents to be identical or different, a 5- to 7-membered saturated imino-, N-alkylimino- or N-alkanoylimino-alkylene ring bonded via a carbon atom, or a 1,2,3,4-tetrahydroquinolyl or 5,6,7,8-tetrahydroquinolyl group, R3 represents an alkyl group which is optionally substituted by a phenyl group, an alkyl group or an alkyl group which is substituted from position 2 by a hydroxyl, alkoxy or pyridinium group, R4 and R5, which can be identical or different, represent hydrogen atoms, alkyl groups or cycloalkyl groups, and their acid addition salts, for pharmaceutical use in particular their physiologically tolerable acid addition salts with inorganic or organic acids, which have useful pharmacological properties, in particular a slight influence on the blood pressure, a positive inotropic effect and an antithrombotic effect. The novel compounds can be prepared by methods known per se. [EP0268178A1]