2-[5-(4-bromophenyl)-1-phenyl-4,5-dihydro-1H-3-pyrazolyl]-1H-benzimidazole | 182293-05-6

• 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-[5-(4-bromophenyl)-1-phenyl-4,5-dihydro-1H-3-pyrazolyl]-1H-benzimidazole
• 英文别名: 2-[3-(4-bromophenyl)-2-phenyl-3,4-dihydropyrazol-5-yl]-1H-benzimidazole
• CAS: 182293-05-6
• 化学式: C₂₂H₁₇BrN₄
• 分子量: 417.308
• InChiKey: NACACUPNSYYMSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  44.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-1-(1H-benzo[d]imidazol-2-yl)-3-(4-bromophenyl)prop-2-en-1-one 、 苯肼 以 乙醇 为溶剂， 反应 12.0h， 生成 2-[5-(4-bromophenyl)-1-phenyl-4,5-dihydro-1H-3-pyrazolyl]-1H-benzimidazole
  参考文献：
  名称：

  Pyrazoline bearing benzimidazoles: Search for anticancer agent

  摘要：

  2-acetyl benzimidazole was allowed to react with substituted aromatic aldehydes to get desired intermediate chalcones (2a-g), the cyclocondensation of these intermediates with hydrazine hydrate and phenyl hydrazine in two separate reactions yielded pyrazoline derivatives (3a-g & 4a-g respectively). Among the synthesize compounds, six compounds were granted NSC code and screened at National Cancer Institute (NCI), USA for anticancer activity at a single high dose (10(-5) M) in full NCI 60 cell panel. Among the selected compounds, (4f) 2-[5-(3,4-dimethoxyphenyl)-1-phenyl-4,5-dihydro-1H-3-pyrazolyl]-1H-benzimidazole (NSC 748326) was found to be the most active candidate of the series and selected for further evaluation at five dose level screening. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.09.032