1,4-Dihydropyridine carboxylic acid esters

Abstract

Abstract 1,4-dihydropyridine carboxylic acid esters of the formula: or a pharmaceutically acceptable nontoxic salt thereof wherein R is hydrogen, straight- or branched-chain lower alkyl, lower alkenyl or lower alkinyl; R1 and R4 are the same or different and are each hydrogen or straight- or branched-chain lower alkyl; X is straight- or branched-chain lower alkylene; Y is Alpha -, Beta - or gamma -pyridyl, or the moiety NR''R'''' wherein R'' and R'''' are the same or different and are each hydrogen or lower alkyl, or R'' and R'''', together with the nitrogen atom to which they are attached, form a 5-, 6- or 7-membered heterocyclic ring wherein said nitrogen atom is the only heteroatom, or a 5-, 6or 7-membered heterocyclic ring which has at least one additional heteroatom selected from the group consisting of oxygen, sulphur, NH or N-(lower alkyl); R2 is aryl unsubstituted or substituted by 1, 2 or 3 substituents selected from the group consisting of nitro, cyano, azido, lower alkyl, lower alkoxy, lower acyloxy, carb(lower alkoxy), amino, lower acylamino, lower alkylamino, di(lower alkylamino), SOn-(lower alkyl) wherein n is 0, 1 or 2, phenyl, trifluoromethyl and halogen; benzyl; styryl; cycloalkyl; cycloalkenyl; or naphthyl, quinolyl, isoquinolyl, pyridyl, pyrimidyl, pyrryl, furyl or thenyl unsubstituted or substituted by one or more substituents selected from the group consisting of lower alkyl, lower alkoxy, nitro and halogen; and R3 is a straight- or branched-chain lower hydrocarbon unsubstituted or substituted by one or two hydroxyl groups, a straight- or branched-chain lower hydrocarbon interrupted by one or two oxygen atoms, the moiety -OQ wherein Q is straight, branched or cyclic, saturated, partially unsaturated or unsaturated lower hydrocarbon unsubstituted or substituted by one or two hydroxyl groups, a straight, branched or cyclic, saturated, partially unsaturated or unsaturated lower hydrocarbon interrupted by one or two oxygen atoms or the moiety-O-X''-Y'' wherein X'' is straight- or branched-chain lower alkylene and Y'' is Alpha -, Beta - or gamma -pyridyl, or the moiety NR''R'''' wherein R'' and R'''' are the same or different and are each hydrogen or lower alkyl or R'' and R'''', together with the nitrogen atom to which they are attached, form a 5-, 6- or 7-membered heterocyclic ring wherein said nitrogen atom is the only heteroatom or a 5-, 6or 7-membered heterocyclic ring which has at least one additional heteroatom selected from the group consisting of oxygen, sulphur, NH or N-(lower alkyl); ARE USEFUL FOR THEIR CORONARY ACTIVITY, PARTICULARLY AS CORONARY VESSEL DILATORS AND AS ANTIHYPERTENSIVES.

Inventors

• 👤 Friedrich Bossert
• 👤 Horst Meyer
• 👤 Wulf Vater

Bibliographic Details