methyl 2-(N-(4-(2-cyano-1H-pyrrol-1-yl)benzyl)pentanamido)-3-nitrobenzoate | 149323-01-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: methyl 2-(N-(4-(2-cyano-1H-pyrrol-1-yl)benzyl)pentanamido)-3-nitrobenzoate
• CAS: 149323-01-3
• 化学式: C₂₅H₂₄N₄O₅
• 分子量: 460.489
• InChiKey: NRQBCCFAIKFGHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.77
• 重原子数：
  34.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  118.47
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  methyl 2-(N-(4-(2-cyano-1H-pyrrol-1-yl)benzyl)pentanamido)-3-nitrobenzoate 在 盐酸 、 铁粉 作用下， 以 甲醇 为溶剂， 反应 8.0h， 以84%的产率得到methyl 2-butyl-1-[[4-(2-carbonitrile-1H-pyrrol-1-yl)phenyl]methyl]-1H-benzimidazole-7-carboxylate
  参考文献：
  名称：

  Synthesis and biological activity of 2-alkylbenzimidazoles bearing a N-phenylpyrrole moiety as novel angiotensin II AT1 receptor antagonists

  摘要：

  A series of 2-alkylbenzimidazoles bearing a N-phenylpyrrole moiety were synthesized and evaluated as a novel class of AT(1) receptor antagonists. Among them, compounds 10a and 10g inhibited [ I-125] AngII-binding affinity to AT(1) receptor at nanomolar level and potently inhibited the AngII-induced pressor response by oral administration. Moreover, evaluation in spontaneously hypertensive rats showed that 10a is an orally active AT(1) receptor antagonist. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.042
• 作为产物：
  描述：

  1-[4-(溴甲基)苯基]吡咯-2-甲腈 、 methyl 3-nitro-2-(N-valerylamino)benzoate 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以78%的产率得到methyl 2-(N-(4-(2-cyano-1H-pyrrol-1-yl)benzyl)pentanamido)-3-nitrobenzoate
  参考文献：
  名称：

  Synthesis and biological activity of 2-alkylbenzimidazoles bearing a N-phenylpyrrole moiety as novel angiotensin II AT1 receptor antagonists

  摘要：

  A series of 2-alkylbenzimidazoles bearing a N-phenylpyrrole moiety were synthesized and evaluated as a novel class of AT(1) receptor antagonists. Among them, compounds 10a and 10g inhibited [ I-125] AngII-binding affinity to AT(1) receptor at nanomolar level and potently inhibited the AngII-induced pressor response by oral administration. Moreover, evaluation in spontaneously hypertensive rats showed that 10a is an orally active AT(1) receptor antagonist. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.042