2,6-Dimethyl-4-(4-nitro-phenyl)-5-[3-(4-phenyl-piperidin-1-yl)-propylcarbamoyl]-1,4-dihydro-pyridine-3-carboxylic acid methyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2,6-Dimethyl-4-(4-nitro-phenyl)-5-[3-(4-phenyl-piperidin-1-yl)-propylcarbamoyl]-1,4-dihydro-pyridine-3-carboxylic acid methyl ester
• 英文别名: Methyl 2,6-dimethyl-4-(4-nitrophenyl)-5-[3-(4-phenylpiperidin-1-yl)propylcarbamoyl]-1,4-dihydropyridine-3-carboxylate
• 化学式: C₃₀H₃₆N₄O₅
• 分子量: 532.64
• InChiKey: OBISJMILURQNPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  117
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  对硝基苯甲醛 、 methyl (E)-3-aminocrotonate 、 N-(3-(4-phenylpiperidin-1-yl)propyl)acetoacetamide 以 异丙醇 为溶剂， 以33%的产率得到2,6-Dimethyl-4-(4-nitro-phenyl)-5-[3-(4-phenyl-piperidin-1-yl)-propylcarbamoyl]-1,4-dihydro-pyridine-3-carboxylic acid methyl ester
  参考文献：
  名称：

  Identification of a Dihydropyridine as a Potent α_1a Adrenoceptor-Selective Antagonist That Inhibits Phenylephrine-Induced Contraction of the Human Prostate

  摘要：

  A number of novel dihydropyridine derivatives based upon 1,4-dihydro-3-(methoxycarbonyl)-2,6-dimethyl-4-(4-nitrophenyl)-5-((3-(4, diphenylpiperdin-1-yl)propyl)aminocarbonyl)pyridine (4) have been synthesized and tested at cloned human a adrenoceptors as well as the rat L-type calcium channel. Within this compound series, 5-(aminocarbonyl)-1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl)- 3-((3-(4,4-diphenylpiperidin-1-yl)propyl)aminocarbonyl)pyridine (19) displayed good binding affinity and selectivity for the alpha(1a) adrenoceptor (pK(i) = 8.73) and potently inhibited (pA(2) = 9.23) phenylephrine-induced contraction of the human prostate.

  DOI：

  10.1021/jm980077m

文献信息

• Identification of a Dihydropyridine as a Potent α_1a Adrenoceptor-Selective Antagonist That Inhibits Phenylephrine-Induced Contraction of the Human Prostate
  作者：Wai C. Wong、George Chiu、John M. Wetzel、Mohammad R. Marzabadi、Dhanapalan Nagarathnam、Diana Wang、James Fang、Shou Wu Miao、Xingfang Hong、Carlos Forray、Pierre J.-J. Vaysse、Theresa A. Branchek、Charles Gluchowski、Rui Tang、Herbert Lepor

  DOI：10.1021/jm980077m

  日期：1998.7.1

  A number of novel dihydropyridine derivatives based upon 1,4-dihydro-3-(methoxycarbonyl)-2,6-dimethyl-4-(4-nitrophenyl)-5-((3-(4, diphenylpiperdin-1-yl)propyl)aminocarbonyl)pyridine (4) have been synthesized and tested at cloned human a adrenoceptors as well as the rat L-type calcium channel. Within this compound series, 5-(aminocarbonyl)-1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl)- 3-((3-(4,4-diphenylpiperidin-1-yl)propyl)aminocarbonyl)pyridine (19) displayed good binding affinity and selectivity for the alpha(1a) adrenoceptor (pK(i) = 8.73) and potently inhibited (pA(2) = 9.23) phenylephrine-induced contraction of the human prostate.