2-(1,4-二甲基-5-硝基-1H-咪唑-2-基)乙醇 | 104575-38-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-(1,4-二甲基-5-硝基-1H-咪唑-2-基)乙醇
• 英文名称: 1,4-dimethyl-2-(2-hydroxyethyl)-5-nitroimidazole
• 英文别名: 1,4-Dimethyl-5-nitro-1H-imidazole-2-ethanol；2-(1,4-dimethyl-5-nitroimidazol-2-yl)ethanol
• CAS: 104575-38-4
• 化学式: C₇H₁₁N₃O₃
• 分子量: 185.183
• InChiKey: NADMOGUINHQDOV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 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：
  83.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,2,4-三甲基-5-硝基咪唑 生成 2-(1,4-二甲基-5-硝基-1H-咪唑-2-基)乙醇
  参考文献：
  名称：

  MIWA, GERALD T.;WALSH, JOHN S.

  摘要：

  DOI：

文献信息

• 1,2(1,4)-dimethyl-4(2)-(2-hydroxyethyl)-5-nitro-imidazole antiprotozoal
  申请人：Merck & Co., Inc.

  公开号：US04678799A1

  公开（公告）日：1987-07-07

  A group of 4-substituted-5-nitroimidazoles is described, having effective antiprotozoal activity with much less mutagenicity than is shown by known 5-nitroimidazoles.

  描述了一组4-取代-5-硝基咪唑，具有有效的抗原虫活性，其致突变性比已知的5-硝基咪唑要少得多。
• Structural alterations that differentially affect the mutagenic and antitrichomonal activities of 5-nitroimidazoles
  作者：John S. Walsh、Regina Wang、Edward Bagan、C. C. Wang、Peter Wislocki、Gerald T. Miwa

  DOI：10.1021/jm00384a025

  日期：1987.1

  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.
• WALSH J. S.; WANG R.; BAGAN E.; WANG C. C.; WISLOCKI P.; MIWA G. T., J. MED. CHEM., 30,(1987) N 1, 150-156
  作者：WALSH J. S.、 WANG R.、 BAGAN E.、 WANG C. C.、 WISLOCKI P.、 MIWA G. T.

  DOI：——

  日期：——
• US4678799A
  申请人：——

  公开号：US4678799A

  公开（公告）日：1987-07-07