5-nitro-2-(2-carboxyphenyl)-1H-benzimidazole | 2717-06-8

• 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: 5-nitro-2-(2-carboxyphenyl)-1H-benzimidazole
• 英文别名: 2-<2-Carboxy-phenyl>-5-nitro-benzimidazol；2-(5-nitro-1(3)H-benzoimidazol-2-yl)-benzoic acid；2-(5-Nitro-1H-1,3-benzodiazol-2-YL)benzoic acid；2-(6-nitro-1H-benzimidazol-2-yl)benzoic acid
• CAS: 2717-06-8
• 化学式: C₁₄H₉N₃O₄
• mdl: MFCD00731112
• 分子量: 283.243
• InChiKey: GOSPLSOHPRDURZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-nitro-2-(2-carboxyphenyl)-1H-benzimidazole 在 双氧水 、 溶剂黄146 作用下， 以70%的产率得到2-(5-nitro-1H-benzimidazol-2-yl)-benzoic acid N-oxide
  参考文献：
  名称：

  Błaszczak-Swiatkiewicz, Katarzyna; Mikiciuk-Olasik, Elzbieta, Acta poloniae pharmaceutica, 2013, vol. 70, # 3, p. 451 - 458

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(6-nitro-1H-benzimidazol-2-yl)benzonitrile 在 sodium hydroxide 作用下， 生成 5-nitro-2-(2-carboxyphenyl)-1H-benzimidazole
  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

文献信息

• 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.
• Błaszczak-Swiatkiewicz, Katarzyna; Mikiciuk-Olasik, Elzbieta, Acta poloniae pharmaceutica, 2013, vol. 70, # 3, p. 451 - 458
  作者：Błaszczak-Swiatkiewicz, Katarzyna、Mikiciuk-Olasik, Elzbieta

  DOI：——

  日期：——