Antihypertensive amines
AssigneeUSV Pharmaceutical Corporation
InventorsJames R. Shroff, Bernard Loev
Life of this patent
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Abstract
Iminobenzyl dihydropyridines of the formula ##STR1## wherein, each R is alkyl, alkenyl, alkynyl, cycloalkyl, aryl, aralkyl, sulfonamido, halogen, alkoxy, alkenyloxy, alkynyloxy, cyano, hydroxy, acyloxy, nitro, amino, alkylmercapto, alkylamino, alkanoylamino, carbalkoxyamino, carboxy, methanesulfonyl, carbalkoxy or trifluoromethyl; each R.sub.4 is lower alkoxy; each R.sub.2 is lower alkyl; and R.sub.3 is alkyl, alkenyl, alkynyl, cycloalkyl, heterocyclic or ##STR2## wherein R is as previously defined; have anti-hypertensive activity.
Claims19
An antihypertensive compound of the formula:
- ##STR9## wherein, Z is ##STR10## cycloalkyl, or pyridyl wherein R and `n` are as defined herein;
- each R is independently hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, aralkyl, sulfonamido, halogen, alkoxy, alkenyloxy, alkynyloxy, cyano, hydroxy, acyloxy, nitro, amino, alkylmercapto, alkylamino, alkanoylamino, carbalkoxyamino, carboxy, methanesulfonyl, carbalkoxy or trifluoromethyl;
- each R.sub.1 is cyano or COR.sub.4 wherein R.sub.4 is hydroxy, alkoxy, alkyl, alkenyl, alkynyl, alkylamino, amino, cycloalkyl, or alkoxyalkoxy;
- each R.sub.2 and R.sub.3 is alkyl, alkenyl, alkynyl, cycloalkyl, pyridyl or ##STR11## wherein R and "n" are as defined herein;
- and n=0-3
- wherein in Z, R, R.sub.1, R.sub.2 and R.sub.3 the hydrocarbyl radical contains up to 7 carbon atoms when it is alkyl, alkenyl, alkynyl or cycloalkyl and up to 10 carbon atoms when aryl;
- and acid addition salts thereof.
Diethyl 1,4-dihydro-1-(N-isobutyl benzimidoyl)-2,6-dimethyl-4-(2-trifluoromethylphenyl)-3,5-pyridine dicarboxylate.
Diethyl-1,4-dihydro-1-(N-cyclohexyl benzimidoyl)-2,6-dimethyl-4-(2-trifluoromethylphenyl)-3,5-pyridine dicarboxylate.
Diethyl-1,4-dihydro-1-N-ethyl benzimidoyl)-2,6-dimethyl-4-(2-trifluoromethylphenyl)-3,5-pyridine dicarboxylate.
Diethyl-1,4- dihydro-1-[N-(4-fluorophenyl)benzimidoyl]-2,6-dimethyl-4-(2-trifluoromethyl phenyl)-3,5-pyridine dicarboxylate.
Diethyl-1,4-dihydro-1-(N-propyl benzimidoyl)-2,6-dimethyl-4-(2-trifluoromethylphenyl)-3,5-pyridine dicarboxylate.
Diethyl-1,4-dihydro-1-(N-neopentyl benzimidoyl)-2,6-dimethyl-4-(2-trifluoromethylphenyl)-3,5-pyridine dicarboxylate.
Diethyl-1,4-dihydro-1-(N-phenyl benzimidoyl)-2,6-dimethyl-4-(2-trifluoromethylphenyl)-3,5-pyridine dicarboxylate.
Diethyl-1,4-dihydro-1-(N-methyl benzimidoyl)-2,6-dimethyl-4-(2-trifluoromethylphenyl)-3,5-pyridine dicarboxylate.
Diethyl-1,4 -dihydro-1-[N-(2-trifluoromethylphenyl)benzimidoyl]-2,6-dimethyl-4-(2-trifl uoromethylphenyl)-3,5-pyridine dicarboxylate.
Diethyl-1,4-dihydro-1-[N-(2-methoxyphenyl )benzimidoyl]-2,6-dimethyl-4-(2-methoxyphenyl)-3,5-pyridine dicarboxylate.
Diethyl-1,4-dihydro-1-[N-(2-methoxyphenyl)benzimodyl]-2,6-dimethyl-4-(4 -pyridyl)-3,5-pyridine dicarboxylate.
Diethyl-1,4-dihydro-1-[N-(2-methy lphenylbenzimidoyl]-2,6-dimethyl-4-[2-trifluoromethylphenyl)-3,5-pyridine dicarboxylate.
Diethyl-1,4 -dihydro-1-[N-(2-chlorophenyl)benzimidoyl]-2,6-dimethyl-4-(2-trifluoromethy lphenyl)-3,5-pyridine dicarboxylate.
Diethyl-1,4-dihydro-1-[N-(2-meth oxyphenyl)benzimidoyl]-2,6-dimethyl-4-(4-cyanophenyl)-3,5-pyridine dicarboxylate.
Diethyl-1,4-dihydro-1-(N-phenyl benzimidoyl)-2,6-dimethyl-4-(2-methylphenyl)-3,5-pyridine dicarboxylate.
Diethyl-1,4-dihydro-1-[N-(2-methylphenyl)benzimidoyl]-2,6-dimethyl-4-(4 -cyanophenyl)-3,5-pyridine dicarboxylate.
Diethyl-1,4-dihydro-1-(N-phenyl benzimidoyl)-2,6-dimethyl-4-(2-chlorophenyl)-3,5-pyridine dicarboxylate.
Diethyl-1,4-dihydro-1-(N-phenyl benzimidoyl)-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridine dicarboxylate.
Dependencies are inferred from the claim text.