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US 3,943,140 AGranted
2,3,5,6-Tetracarboxy-1,4-dihydropyridine derivatives
AssigneeBayer Aktiengesellschaft
InventorsFriedrich Bossert, Horst Meyer, Wulf Vater
Life of this patent
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Abstract
1,4-Dihydropyridines bearing carboxy functions in the 3-, 5- and 6- or 2-, 3-, 5- and 6-positions and being substituted in the 4-position by phenyl, substituted phenyl, naphthyl, phenylalkyl or a heterocyclic group are antihypertensive agents and coronary vessel dilators. The compounds, of which 2-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5,6-tricarboxylic acid triethylester is a representative embodiment, are prepared through condensation of an enamine with an ylidene acid ester, the latter being separately prepared or prepared in situ.
Claims10
A compound of the formula:
- ##SPC52##
- or a pharmaceutically acceptable nontoxic salt thereof, wherein
- R is hydrogen, alkyl of up to 4 carbon atoms or alkenyl of up to 4 carbon atoms;
- R.sup.2 is alkyl of up to 6 carbon atoms, alkenyl of up to 6 carbon atoms, said alkyl substituted by hydroxyl, said alkenyl substituted by hydroxyl, said alkyl interrupted by oxygen or said alkenyl interrupted by oxygen;
- R.sup.3 is alkyl of up to 6 carbon atoms or alkenyl of up to 6 carbon atoms;
- R.sup.5 is hydrogen or alkyl of 1 to 4 carbon atoms;
- n is 0, 1, 2 or 3;
- and
- X is phenyl;
- phenyl substituted by one or two nitro groups;
- one cyano group;
- one azido group;
- one or two trifluoromethyl groups;
- one S(O).sub.n alkyl wherein n is 0 or 2 and alkyl is of 1 to 4 carbon atoms;
- one or two alkyl groups of 1 to 4 carbon atoms;
- one, two or three alkoxy groups of 1 to 4 carbon atoms;
- one or two acetoxy groups;
- one or two amino groups;
- one or two acetylamino groups;
- one or two alkylamino groups of 1 to 4 carbon atoms;
- one or two dialkylamino groups of 1 to 4 carbon atoms in each alkyl group;
- one to three chlorine, bromine or fluorine atoms, or by one phenyl moiety;
- naphthyl;
- benzyl;
- or phenethyl.
22 more elements
Dependencies are inferred from the claim text.