4-(2-dimethylamino-4,5,6,7-tetrabromobenzimidazol-1-yl)butyric acid ethyl ester | 1356340-32-3

• 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: 4-(2-dimethylamino-4,5,6,7-tetrabromobenzimidazol-1-yl)butyric acid ethyl ester
• 英文别名: Ethyl 4-[4,5,6,7-tetrabromo-2-(dimethylamino)benzimidazol-1-yl]butanoate
• CAS: 1356340-32-3
• 化学式: C₁₅H₁₇Br₄N₃O₂
• 分子量: 590.935
• InChiKey: DDHMHPBMPIBRKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  47.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(2-dimethylamino-4,5,6,7-tetrabromobenzimidazol-1-yl)butyric acid ethyl ester 在 sodium hydroxide 、 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 以96%的产率得到4-(2-dimethylamino-4,5,6,7-tetrabromobenzimidazol-1-yl)butyric acid
  参考文献：
  名称：

  CK2α and CK2α′ subunits differ in their sensitivity to 4,5,6,7-tetrabromo- and 4,5,6,7-tetraiodo-1H-benzimidazole derivatives

  摘要：

  The goal of this study was to test the inhibitory activity of a series of tetrahalogenobenzimidazoles, including a number of novel derivatives, on individual catalytic subunits of human CK2. 4,5,6,7-tetrabromo- and 4,5,6,7-tetraiodo-1H-benzimidazoles and their newly obtained N-1- and 2-S-carboxyalkyl derivatives showed potent inhibitory activity against both these subunits. CK2 alpha' was up to 6 times more sensitive to the studied compounds than CK2 alpha. The investigated iododerivatives showed, in most cases, stronger inhibitory properties than the respective brominated congeners, but the differences showed considerable dependence on the protein substrate used. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.11.002
• 作为产物：
  描述：

  4-溴丁酸乙酯 、 2-二甲基氨基-4,5,6,7-四溴苯并咪唑 在 potassium carbonate 作用下， 以 丁酮 为溶剂， 反应 20.0h， 以84%的产率得到4-(2-dimethylamino-4,5,6,7-tetrabromobenzimidazol-1-yl)butyric acid ethyl ester
  参考文献：
  名称：

  CK2α and CK2α′ subunits differ in their sensitivity to 4,5,6,7-tetrabromo- and 4,5,6,7-tetraiodo-1H-benzimidazole derivatives

  摘要：

  The goal of this study was to test the inhibitory activity of a series of tetrahalogenobenzimidazoles, including a number of novel derivatives, on individual catalytic subunits of human CK2. 4,5,6,7-tetrabromo- and 4,5,6,7-tetraiodo-1H-benzimidazoles and their newly obtained N-1- and 2-S-carboxyalkyl derivatives showed potent inhibitory activity against both these subunits. CK2 alpha' was up to 6 times more sensitive to the studied compounds than CK2 alpha. The investigated iododerivatives showed, in most cases, stronger inhibitory properties than the respective brominated congeners, but the differences showed considerable dependence on the protein substrate used. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.11.002