1,2-Dimethyl-4-ethoxy-5-nitro-imidazol | 21677-63-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,2-Dimethyl-4-ethoxy-5-nitro-imidazol
• 英文别名: 4-Ethoxy-1,2-dimethyl-5-nitroimidazole
• CAS: 21677-63-4
• 化学式: C₇H₁₁N₃O₃
• 分子量: 185.183
• InChiKey: YIFZCJIRCKVYHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-bromo-1,2-dimethyl-5-nitro-1H-imidazole 在 potassium hydrogen bifluoride 作用下， 以 乙醇 、 水 为溶剂， 生成 1,2-Dimethyl-4-ethoxy-5-nitro-imidazol
  参考文献：
  名称：

  Structural alterations that differentially affect the mutagenic and antitrichomonal activities of 5-nitroimidazoles

  摘要：

  Two approaches have been used to develop nonmutagenic 5-nitroimidazoles. Both approaches are based on knowledge of the likely mechanisms by which this class of compounds cause mutagenicity. The first approach involved incorporating readily oxidizable gallate derivatives into the molecule. In one case, a very weakly mutagenic active antitrichomonal agent was obtained. The second approach involved incorporating a substituent at the C4 position of the ring. This generally resulted in a large reduction in mutagenicity and a lowering of antitrichomonal activity in vitro. In certain cases, however, mutagenicity was dramatically reduced while moderate antitrichomonal activity was retained. For example, 1,2-dimethyl-4-(2-hydroxyethyl)-5-nitroimidazole (5) showed good antitrichomonal activity in vitro (ED50 = 2 micrograms/kg) while possessing only 4% of the mutagenicity of metronidazole.

  DOI：

  10.1021/jm00384a025