3,5-Pyridinedicarboxylic acid, 1,4-dihydro-4-(2-((methoxycarbonyl)amino)-1H-benzimidazol-5-yl)-2,6-dimethyl-, dimethyl ester | 121497-18-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-4-(2-((methoxycarbonyl)amino)-1H-benzimidazol-5-yl)-2,6-dimethyl-, dimethyl ester
• 英文别名: dimethyl 4-[2-(methoxycarbonylamino)-3H-benzimidazol-5-yl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS: 121497-18-5
• 化学式: C₂₀H₂₂N₄O₆
• 分子量: 414.418
• InChiKey: PALBBAFKVFVWNG-UHFFFAOYSA-N

物化性质

• 熔点：
  240-241 °C(Solv: methanol (67-56-1); water (7732-18-5))
• 密度：
  1.356±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  132
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-氨基-3-硝基苯甲醛 在 镍 氢气 、 对甲苯磺酸 作用下， 以 甲醇 、 乙二醇 为溶剂， 反应 30.0h， 生成 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-4-(2-((methoxycarbonyl)amino)-1H-benzimidazol-5-yl)-2,6-dimethyl-, dimethyl ester
  参考文献：
  名称：

  Syntheses and bioevaluation of substituted dihydropyridines for pregnancy-interceptive activity in hamsters

  摘要：

  A number of 2,6-dimethyl-3,5-bis(methoxycarbonyl)-4-substituted-1,4- dihydropyridines were synthesized and evaluated for pregnancy-interceptive activity in mated hamsters. Out of 24 compounds, 12, 15, 21, 22, 28, and 34 caused a marked reduction in the number of implantations when administered on days 3-8 postcoitum. In an in vitro competition assay, none of the compounds exhibited noticeable binding affinity for uterine progesterone receptors. The results reported here have helped to identify new leads for developing pregnancy-interceptive agents and the active compounds do not seem to elicit their interceptive effect through receptor-mediated inhibition of progesterone action in hamster uterus.

  DOI：

  10.1021/jm00130a012

文献信息

• MUKHERJEE, ANITA;AKHTAR, MOHAMMAD S.;SHARMA, VISHNU L.;SETH, MANJU;BHADUR+, J. MED. CHEM., 32,(1989) N0, C. 2297-2300
  作者：MUKHERJEE, ANITA、AKHTAR, MOHAMMAD S.、SHARMA, VISHNU L.、SETH, MANJU、BHADUR+

  DOI：——

  日期：——
• Syntheses and bioevaluation of substituted dihydropyridines for pregnancy-interceptive activity in hamsters
  作者：Anita Mukherjee、Mohammad S. Akhtar、Vishnu L. Sharma、Manju Seth、Amiya P. Bhaduri、Anila Agnihotri、Purshottam K. Mehrotra、Ved Prakash Kamboj

  DOI：10.1021/jm00130a012

  日期：1989.10

  A number of 2,6-dimethyl-3,5-bis(methoxycarbonyl)-4-substituted-1,4- dihydropyridines were synthesized and evaluated for pregnancy-interceptive activity in mated hamsters. Out of 24 compounds, 12, 15, 21, 22, 28, and 34 caused a marked reduction in the number of implantations when administered on days 3-8 postcoitum. In an in vitro competition assay, none of the compounds exhibited noticeable binding affinity for uterine progesterone receptors. The results reported here have helped to identify new leads for developing pregnancy-interceptive agents and the active compounds do not seem to elicit their interceptive effect through receptor-mediated inhibition of progesterone action in hamster uterus.