1-(5-chloro-2,4-dimethoxyphenyl)-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbonitrile | 1261563-80-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-(5-chloro-2,4-dimethoxyphenyl)-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbonitrile
• CAS: 1261563-80-7
• 化学式: C₁₆H₁₂ClN₃O₃
• 分子量: 329.743
• InChiKey: OJLMKXKGDPILOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.86
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  80.04
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-(5-chloro-2,4-dimethoxyphenyl)-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbonitrile 在 硼烷四氢呋喃络合物 、 三溴化硼 、 三乙胺 作用下， 生成 1-[[1-(5-chloro-2,4-dihydroxyphenyl)-2-oxo-3H-benzimidazol-5-yl]methyl]-3-phenylurea
  参考文献：
  名称：

  N-Aryl-benzimidazolones as novel small molecule HSP90 inhibitors

  摘要：

  We describe the development of a novel series of N-aryl-benzimidazolone HSP90 inhibitors ( 9) targeting the N-terminal ATP-ase site. SAR development was influenced by structure-based design based around Xray structures of ligand bound HSP90 complexes. Lead compounds exhibited high binding affinities, ATPase inhibition and cellular client protein degradation. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.010
• 作为产物：
  描述：

  5-氯-2,4-二甲氧基苯胺 在 10% palladium on activated charcoal 、 氢气 、 potassium carbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 生成 1-(5-chloro-2,4-dimethoxyphenyl)-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbonitrile
  参考文献：
  名称：

  N-Aryl-benzimidazolones as novel small molecule HSP90 inhibitors

  摘要：

  We describe the development of a novel series of N-aryl-benzimidazolone HSP90 inhibitors ( 9) targeting the N-terminal ATP-ase site. SAR development was influenced by structure-based design based around Xray structures of ligand bound HSP90 complexes. Lead compounds exhibited high binding affinities, ATPase inhibition and cellular client protein degradation. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.010