Circulation active methionine-substituted 1,4-dihydropyridines

Claim 1

A methionine-substituted dihydropyridine of the formula ##STR16## in which R 1 represents benzooxadiazolyl, phenyl, naphthyl or phenyl or naphthyl substituted by 1 or 2 identical or different substituents from the group consisting of phenyl, straight-chain or branched alkyl having 1 to 8 carbon atoms, cycloalkyl having 3 to 7 carbon atoms, alkoxy having 1 to 4 carbon atoms, halogen, trifluoromethyl, trifluoromethoxy, difluoromethoxy, tetrafluoroethoxy, nitro, cyano, azido or SO m -azido, in which m denotes a number from 0 to 2 and alkyl contains 1 to 4 carbon atoms with, optionally, 1 to 3 flourine atoms, R 2 represents a straight-chain, branched or cyclic, saturated or unsaturated, hydrocarbon radical which up to 20 carbon atoms, is optionally interrupted in the chain by one oxygen atom or one sulphur atom and/or is optionally substituted by halogen, cyano, hydroxyl, lower alkanoyloxy or nitro, or by a phenyl, phenoxy, phenylthio or phenylsulphonyl group each of which is optionally substituted by halogen, cyano, dialkylamino each having 1 to 2 carbon atoms in each alkyl group, alkoxy having 1 to 4 carbon atoms, alkyl having 1 to 4 carbon atoms, trifluoromethyl or nitro, or R 2 is substituted by an amino group, this amino group carrying two identical or different substituents from the group consisting of alkyl having up to 4 carbon atoms, alkoxyalkyl having up to 4 carbon atoms, phenyl and phenyl-lower alkyl, R 3 and R 5 are identical or different and each represents hydrogen, a straight-chain, branched or cyclic alkyl radical having up to 6 carbon atoms, a phenyl or benzyl radical, or one of the substituents R 3 or R 5 represents an alkyl radical which has up to 6 carbon atoms and is substituted by acetoxy or benzoyloxy, alkoxy or dialkoxy, each having up to 3 carbon atoms in each alkyl group, hydroxyl, amino or aminoalkoxy having up to 6 carbon atoms, or represents the formyl or nitrile group, R 4 denotes hydrogen or a straight-chain or branched alkyl radical which has 1 to 4 carbon atoms and is optionally interrupted in the chain by one oxygen atom, or represents a phenyl or benzyl radical, R 6 represents hydrogen or an amino protective group selected from the group consisting of vinyl, allyl, tert.-butyloxycarbonyl, benzyl, benzyloxycarbonyl, 2-nitro- or 4-nitro-benzyl, 2-nitro- or 4-nitro-benzyloxycarbonyl, 4-methoxyphenyl, formyl, benzoyl, acetyl, chloroacetyl, trichloroacetyl, trifluoroacetyl, methyloxycarbonyl, allyloxycarbonyl, trimethyl-, triethyl- or triphenylsilyl, tert.-butyl-dimethylsilyl, 2,4-dimethoxybenzyl, 2,4-dimethoxybenzyloxycarbonyl, 4-methoxybenzyl, 4-methoxymethyloxyphenyl, bis(4-methoxyphenyl)methyl, tert.-butoxycarbonylmethyl, allyloxycarbonylmethyl, methoxymethyl, methylthiomethyl, methoxyethoxymethyl, methyl, 2-(methylthiomethoxy)ethoxycarbonyl and tetrahydropyranyl, and X represents a number from 2 to 16, or a physiologically acceptable salt thereof.