Cyclic imino derivatives, pharmaceutical compositions containing these compounds and processes preparing them

A 3-Pyrrolin-2-one of the formula Ia ##STR11## wherein one of the groups R.sub.a or R.sub.b represents an A--B-- group and

• the other group R.sub.a or R.sub.b represents an F--E--D-- group, wherein
• A represents a C.sub.1-4 -aminoalkyl group or an amidino group, whilst in the above-mentioned aminoalkyl or amidino groups, an amino or imino group may be substituted by an alkyl group or by an ester group of the formulae
• --CO--OR',
• --CO--O--(HCR")--O--CO--R"' and
• --CO--O--(HCR")--O--CO--OR'",
• wherein
• R' represents a straight-chained or branched C.sub.1-6 -alkyl group, wherein the methyl group may be substituted by a pyridyl, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, morpholinocarbonyl, thiomorpholinocarbonyl, 1-oxidothiomorpholinocarbonyl or 1,1-dioxidothiomorpholinocarbonyl group or a C.sub.1-3 -alkyl group may be substituted in the 1-, 2- or 3-position by a phenyl group or in the 2- or 3-position by a morpholino, thiomorpholino, 1-oxidothiomorpholino or 1,1-dioxidothiomorpholino group, or R' may represent an allyl, cycloalkyl or cinnamyl group,
• R" represents a hydrogen atom or an alkyl group and
• R"4 represents a straight-chained or branched C.sub.1-6 -alkyl group or a cycloalkyl, cycloalkylalkyl or phenylalkyl group,
• B represents a phenylene group which may be substituted by a fluorine, chlorine or bromine atom, by an alkyl group, by a trifluoromethyl, hydroxy, alkoxy, alkylsulphenyl, alkylsulphinyl, alkylsulphonyl, (R.sub.1).sub.2 N-, N-alkylcarbonyl-NR.sub.1 - or N-alkanesulphonyl-NR.sub.1 -, wherein R.sub.1 represents a hydrogen atom or an alkyl or phenylalkyl group, or a cycloalkylene group,
• D represents a phenylene group which may be substituted by a fluorine, chlorine or bromine atom, by an alkyl group, by a trifiuoromethyl, hydroxy, alkoxy, alkylsulphenyl, alkylsulphinyl, alkylsulphonyl, (R.sub.1).sub.2 N-, N-alkylcarbonyl-NR.sub.1 -, N-alkanesulphonyl-NR.sub.1 -, carboxymethoxy or alkoxycarbonylmethoxy group, wherein R.sub.1 is as hereinbefore defined, or a cycloalkylene group,
• E represents a straight-chained or branched C.sub.1-5 -alkylene group optionally substituted by a hydroxy, alkoxy, amino, alkylamino, dialkylamino, alkyl-CO-NR.sub.1 -, aryl-CO-NR.sub.1 -, C.sub.1-5 -alkyl-SO.sub.2 -NR.sub.1 - or aryl-SO.sub.2 -NR.sub.1 - group, wherein R.sub.1 is as hereinbefore defined, a straight-chained or branched C.sub.2-5 -alkenylene group, whilst in a C.sub.2-4 -alkylene group, the methylene group linked to the group D may be replaced by an oxygen or sulphur atom or by a sulphinyl, sulphonyl, imino, alkylimino, phenylalkylimino, alkylcarbonylimino, carboxymethylimino or alkoxycarbonylmethylimino group, and
• F represents a carboxyl group, a sulpho, phosphono, O-alkylphosphono or tetrazol-5-yl group or an ester group of the formulae
• --CO--OR',
• --CO--O--(HCR")--O--CO--R"' and
• --CO--O--(HCR")--O--CO--OR"',
• wherein
• R', R" and R"'are as hereinbefore defined,
• R.sub.c represents a hydrogen atom, a C.sub.1-5 -alkyl group, a phenyl group, a hydroxy group, a straight-chained or branched C.sub.1-5 -alkoxy group, whilst a methoxy group may be substituted by a carboxy, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, piperidinocarbonyl, morpholinocarbonyl, thiomorpholinocarbonyl, 1-oxidothiomorpholinocarbonyl or 1,1-dioxidothiomorpholinocarbonyl group, or R.sub.c represents a phenylalkoxy, alkylamino, dialkylamino, phenylalkylamino, pyrrolidino or piperidino group, whilst the methylene group may be replaced in the 4-position of a piperidino group by an oxygen or sulphur atom or by a sulphinyl, sulphonyl, imino, alkylimino or alkylcarbonylimino group,
• R.sub.f represents a hydrogen atom, a straight-chained or branched alkyl group or a phenyl group and
• R.sub.g represents a hydrogen atom or an alkyl group,
• whilst the alkyl and alkoxy moieties mentioned in the definitions of the above groups may each contain 1 to 3 carbon atoms and the cycloalkyl moieties may each contain 5 or 6 carbon atoms, or a pharmaceutically acceptable salt thereof.