4-<4-(benzylamino)-3-aminophenyl>-2,6-dimethyl-3,5-bis(methoxycarbonyl)-1,4-dihydropyridine | 121497-29-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-<4-(benzylamino)-3-aminophenyl>-2,6-dimethyl-3,5-bis(methoxycarbonyl)-1,4-dihydropyridine
• 英文别名: dimethyl 4-[3-amino-4-(benzylamino)phenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS: 121497-29-8
• 化学式: C₂₄H₂₇N₃O₄
• 分子量: 421.496
• InChiKey: WTQWCHMOOHYPGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.46
• 重原子数：
  31.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  102.68
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  1,3-bis-(methoxycarbonyl)-S-methylisothiourea 、 4-<4-(benzylamino)-3-aminophenyl>-2,6-dimethyl-3,5-bis(methoxycarbonyl)-1,4-dihydropyridine 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以67%的产率得到Dimethyl 4-[1-benzyl-2-(methoxycarbonylamino)benzimidazol-5-yl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
  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
• 作为产物：
  描述：

  1,4-dihydro-2,6-dimethyl-4-(3-nitro-4-chlorophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester 在 镍 氢气 作用下， 以 甲醇 为溶剂， 110.0 ℃ 、245.15 kPa 条件下， 反应 8.0h， 生成 4-<4-(benzylamino)-3-aminophenyl>-2,6-dimethyl-3,5-bis(methoxycarbonyl)-1,4-dihydropyridine
  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：——