Crystal structures and pharmacological activity of calcium channel antagonists: 2,6-dimethyl-3,5-dicarbomethoxy-4-(unsubstituted, 3-methyl-, 4-methyl-, 3-nitro-, 4-nitro-, and 2,4-dinitrophenyl)-1,4-dihydropyridine

摘要: The molecular structures of 2,6-dimethyl-3,5-dicarbomethoxy-4-phenyl-1,4-dihydropyridine and the 3-methyl-, 4-methyl-, 3-nitro-, 4-nitro-, 2,4-dinitrophenyl derivatives were determined by X-ray diffraction methods. dihydropyridine ring in each compounds exists a boat-type conformation. However, degree puckering varies among compounds. observed distortions found to be influenced great extent position substituent 4-phenyl conformation about interring bond. distortion at apical nitrogen was linearly related that tetrahedral carbon. A correlation between pharmacological activities this class calcium channel antagonists, their ability inhibit Ca2+-dependent muscarinic mechanical responses guinea pig ileal longitudinal smooth muscle, magnitude 1,4-dihydropyridine puckering; more active exhibited smallest from planarity.