Triggle A M, Shefter E, Triggle D J
J Med Chem. 1980 Dec;23(12):1442-5. doi: 10.1021/jm00186a029.
The crystal structures of 2,6-dimethyl-3,5-dicarbomethoxy-4-(2-nitrophenyl)-1,4-dihydropyridine (Nifedipine) and the 3-cyano-, 4-(dimethylamino)- and 2,3,4,5,6-pentafluorophenyl derivatives were determined. The 1,4-dihydropyridine ring in all four compounds has a boat-type conformation with varying degrees of puckering at the C4 position. Increasing distortion from planarity at this position shows a limited correlation with decreasing biological activity, determined as the ability to inhibit the Ca2+-dependent muscarinic-induced mechanical responses of guinea pig ileal longitudinal smooth muscle.
测定了2,6-二甲基-3,5-二甲氧羰基-4-(2-硝基苯基)-1,4-二氢吡啶（硝苯地平）及其3-氰基、4-(二甲氨基)和2,3,4,5,6-五氟苯基衍生物的晶体结构。所有四种化合物中的1,4-二氢吡啶环均呈船型构象，C4位有不同程度的褶皱。该位置平面度的畸变增加与生物活性降低存在有限的相关性，生物活性通过抑制豚鼠回肠纵行平滑肌Ca2+依赖性毒蕈碱诱导的机械反应的能力来确定。
