5-(2-甲基-5-硝基苯并咪唑-1-基)-4H-咪唑-2-胺 | 913706-29-3

• 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-(2-甲基-5-硝基苯并咪唑-1-基)-4H-咪唑-2-胺
• 英文名称: 4-(2-methyl-5-nitro-1H-benzimidazol-1-yl)-1H-imidazol-2(5H)-imine
• 英文别名: 5-(2-Methyl-5-nitro-1H-benzimidazol-1-yl)-4H-imidazol-2-amine；5-(2-methyl-5-nitrobenzimidazol-1-yl)-4H-imidazol-2-amine
• CAS: 913706-29-3
• 化学式: C₁₁H₁₀N₆O₂
• 分子量: 258.239
• InChiKey: UPCCZCXLWDEBKP-UHFFFAOYSA-N

物化性质

• 熔点：
  171-173 °C(Solv: acetone (67-64-1))
• 沸点：
  516.7±42.0 °C(Predicted)
• 密度：
  1.71±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  114
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲基-5-硝基苯并咪唑 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 16.0h， 生成 5-(2-甲基-5-硝基苯并咪唑-1-基)-4H-咪唑-2-胺
  参考文献：
  名称：

  Synthesis and antitumor activity of 1-substituted-2-methyl-5-nitrobenzimidazoles

  摘要：

  Different substituents were introduced in position 1 of 2-methyl-5(6)-nitro-1H-benzimidazole (2) in order to obtain different side chains having different heterocyclic compounds, for example, thiadiazoles (5-7), tetrazoles (8, 9a, b), triazoles (11-13), thiazoles (14a-e), triazines (10, 16, 17), and imidazoles (18a-c). The antitumor effect of compounds 1, 2, 2a, 4, 5, 7, 8, 9a, 10, 13, 14a, 15, 16, and 18c was studied against breast cancer (MCF7) and compounds 2 [IC50 = 4.52 mu g] and 7 [IC50 = 8.29 mu g] were found to be active. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.06.033

文献信息

• Synthesis and antitumor activity of 1-substituted-2-methyl-5-nitrobenzimidazoles
  作者：Mostafa M. Ramla、Mohamed A. Omar、Abdel-Momen M. El-Khamry、Hoda I. El-Diwani

  DOI：10.1016/j.bmc.2006.06.033

  日期：2006.11

  Different substituents were introduced in position 1 of 2-methyl-5(6)-nitro-1H-benzimidazole (2) in order to obtain different side chains having different heterocyclic compounds, for example, thiadiazoles (5-7), tetrazoles (8, 9a, b), triazoles (11-13), thiazoles (14a-e), triazines (10, 16, 17), and imidazoles (18a-c). The antitumor effect of compounds 1, 2, 2a, 4, 5, 7, 8, 9a, 10, 13, 14a, 15, 16, and 18c was studied against breast cancer (MCF7) and compounds 2 [IC50 = 4.52 mu g] and 7 [IC50 = 8.29 mu g] were found to be active. (c) 2006 Elsevier Ltd. All rights reserved.