5,7-二溴-4,6-二氯-2-(三氟甲基)-1H-苯并咪唑 | 14689-56-6

• 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: 5,7-二溴-4,6-二氯-2-(三氟甲基)-1H-苯并咪唑
• 英文名称: 4,6-dibromo-5,7-dichloro-2-trifluoromethylbenzimidazole
• 英文别名: Benzimidazole, 5,7-dibromo-4,6-dichloro-2-(trifluoromethyl)-；5,7-dibromo-4,6-dichloro-2-(trifluoromethyl)-1H-benzimidazole
• CAS: 14689-56-6
• 化学式: C₈HBr₂Cl₂F₃N₂
• 分子量: 412.819
• InChiKey: VYRZGLSGEVIAMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(三氟甲基)-5,7-二氯-1H-苯并咪唑 在 溴 作用下， 以 水 为溶剂， 反应 24.0h， 以87%的产率得到5,7-二溴-4,6-二氯-2-(三氟甲基)-1H-苯并咪唑
  参考文献：
  名称：

  Polyhalogenobenzimidazoles: synthesis and Their inhibitory activity against casein kinases

  摘要：

  A series of novel polyhalogenated benzimidazoles have been prepared by exhaustive bromination of a variety of 2-substituted benzimidazoles. The efficacy of both new compounds and a number of their previously described cognates as inhibitors of casein kinases CK1, CK2 and G-CK was investigated. The type of N-1 alkyl substituent as well as introduction of a polyfluoroalkyl moiety at position 2 did not markedly influence the inhibitory efficacy toward CK2 of the respective 4,5,6,7-tetra-bromobenzimidazole derivatives which conversely were almost ineffective toward CK1 and G-CK. However, 4,5,6,7-tetra-bromobenzimidazoles substituted at position 2 with either chlorine, bromine or sulfur atom, while manifesting a still considerable inhibitory activity against CK2 (IC50 in the 0.49-0.93 muM range) proved to be potentially powerful inhibitors also against CK1 (IC50 in the 18.4-2.2 muM range). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00403-6

文献信息

• Polyhalogenobenzimidazoles: synthesis and Their inhibitory activity against casein kinases
  作者：Mariola Andrzejewska、Mario A Pagano、Flavio Meggio、Anna Maria Brunati、Zygmunt Kazimierczuk

  DOI：10.1016/s0968-0896(03)00403-6

  日期：2003.9

  A series of novel polyhalogenated benzimidazoles have been prepared by exhaustive bromination of a variety of 2-substituted benzimidazoles. The efficacy of both new compounds and a number of their previously described cognates as inhibitors of casein kinases CK1, CK2 and G-CK was investigated. The type of N-1 alkyl substituent as well as introduction of a polyfluoroalkyl moiety at position 2 did not markedly influence the inhibitory efficacy toward CK2 of the respective 4,5,6,7-tetra-bromobenzimidazole derivatives which conversely were almost ineffective toward CK1 and G-CK. However, 4,5,6,7-tetra-bromobenzimidazoles substituted at position 2 with either chlorine, bromine or sulfur atom, while manifesting a still considerable inhibitory activity against CK2 (IC50 in the 0.49-0.93 muM range) proved to be potentially powerful inhibitors also against CK1 (IC50 in the 18.4-2.2 muM range). (C) 2003 Elsevier Ltd. All rights reserved.