2-(3-Chloromethyl-phenyl)-1H-benzoimidazole-4-carboxylic acid amide | 711007-50-0

• 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: 2-(3-Chloromethyl-phenyl)-1H-benzoimidazole-4-carboxylic acid amide
• CAS: 711007-50-0
• 化学式: C₁₅H₁₂ClN₃O
• 分子量: 285.733
• InChiKey: DOFIFXISGSPMOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.07
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  71.77
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  二乙醇胺 、 2-(3-Chloromethyl-phenyl)-1H-benzoimidazole-4-carboxylic acid amide 在 三乙胺 作用下， 以 乙腈 为溶剂， 生成 2-(3-{[Bis-(2-hydroxy-ethyl)-amino]-methyl}-phenyl)-1H-benzoimidazole-4-carboxylic acid amide
  参考文献：
  名称：

  Potentiation of cytotoxic drug activity in human tumour cell lines, by amine-substituted 2-arylbenzimidazole-4-carboxamide PARP-1 inhibitors

  摘要：

  The synthesis and biological evaluation of a new series of amine-substituted 2-arylbenzimidazole-4-carboxamide inhibitors of the DNA-repair enzyme poly(ADP-ribose) polymerase-1 (PARP-1) is reported. The introduction of an amine substituent at the 2-aryl position is not detrimental to activity, with most inhibitors exhibiting K-i values for PARP-1 inhibition in the low nanomolar range. Two compounds in this series were found to potentiate the cytotoxicity of the DNA-methylating agent temozolomide by 4-5-fold in a human colorectal cancer cell line. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2004.03.017
• 作为产物：
  描述：

  2-(3-formylphenyl)-1H-benzimidazole-4-carboxamide 在 sodium tetrahydroborate 、 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 乙醇 、 乙腈 为溶剂， 生成 2-(3-Chloromethyl-phenyl)-1H-benzoimidazole-4-carboxylic acid amide
  参考文献：
  名称：

  Potentiation of cytotoxic drug activity in human tumour cell lines, by amine-substituted 2-arylbenzimidazole-4-carboxamide PARP-1 inhibitors

  摘要：

  The synthesis and biological evaluation of a new series of amine-substituted 2-arylbenzimidazole-4-carboxamide inhibitors of the DNA-repair enzyme poly(ADP-ribose) polymerase-1 (PARP-1) is reported. The introduction of an amine substituent at the 2-aryl position is not detrimental to activity, with most inhibitors exhibiting K-i values for PARP-1 inhibition in the low nanomolar range. Two compounds in this series were found to potentiate the cytotoxicity of the DNA-methylating agent temozolomide by 4-5-fold in a human colorectal cancer cell line. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2004.03.017