3-(1H-苯并咪唑-2-基)苯甲酸乙酯 | 885463-19-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 3-(1H-苯并咪唑-2-基)苯甲酸乙酯
• 英文名称: 2-(3-carboethoxyphenyl)benzimidazole
• 英文别名: Ethyl 3-(1H-benzo[d]imidazol-2-yl)benzoate；ethyl 3-(1H-benzimidazol-2-yl)benzoate
• CAS: 885463-19-4
• 化学式: C₁₆H₁₄N₂O₂
• mdl: MFCD11218434
• 分子量: 266.299
• InChiKey: ROTLCYMZFRFVES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(1H-苯并咪唑-2-基)苯甲酸乙酯 、 胍 以 异丙醇 为溶剂， 生成 3-(1H-benzimidazol-2-yl)-N-carbamimidoylbenzamide
  参考文献：
  名称：

  Benzimidazol-2-yl or benzimidazol-2-ylthiomethyl benzoylguanidines as novel Na+/H+ exchanger inhibitors, synthesis and protection against ischemic-reperfusion injury

  摘要：

  A novel series of benzimidazol-2-yl or benzimidazol-2-ylthiomethyl benzoylguanidines were designed and synthesized as Na+/H(+)exchanger inhibitors. Most of them were found to inhibit NHE1-mediated platelet swelling in a concentration-dependent manner, and to have significant cardioprotective effect against myocardial ischemic-reperfusion injury, among which compounds 10a and 34 were more potent than cariporide in both in vivo and in vitro tests. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.035
• 作为产物：
  描述：

  苯并咪唑 、 3-溴苯甲酸乙酯 在 [(cod)₂RhCl]₂ exo/endo-9-cyclohexyl-9-phospabicyclo[4.2.1]nonane 、 isobutyldiisopropylamine 作用下， 以 邻二氯苯 为溶剂， 反应 0.67h， 以70%的产率得到3-(1H-苯并咪唑-2-基)苯甲酸乙酯
  参考文献：
  名称：

  微波促进的铑通过C–H键活化引起的杂环芳基化。

  摘要：

  DOI：

  10.1002/anie.200504289

文献信息

• Microwave-Promoted Rhodium-Catalyzed Arylation of Heterocycles through CH Bond Activation
  作者：Jared C. Lewis、Jessica Y. Wu、Robert G. Bergman、Jonathan A. Ellman

  DOI：10.1002/anie.200504289

  日期：2006.2.27
• Benzimidazol-2-yl or benzimidazol-2-ylthiomethyl benzoylguanidines as novel Na+/H+ exchanger inhibitors, synthesis and protection against ischemic-reperfusion injury
  作者：Rui Zhang、Lin Lei、Yun-Gen Xu、Wei-Yi Hua、Guo-Qing Gong

  DOI：10.1016/j.bmcl.2007.02.035

  日期：2007.5

  A novel series of benzimidazol-2-yl or benzimidazol-2-ylthiomethyl benzoylguanidines were designed and synthesized as Na+/H(+)exchanger inhibitors. Most of them were found to inhibit NHE1-mediated platelet swelling in a concentration-dependent manner, and to have significant cardioprotective effect against myocardial ischemic-reperfusion injury, among which compounds 10a and 34 were more potent than cariporide in both in vivo and in vitro tests. (C) 2007 Elsevier Ltd. All rights reserved.