2-(氯甲基)-5-硝基-2,3-二氢咪唑并[2,1-b][1,3]恶唑 | 73332-80-6

• 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-(氯甲基)-5-硝基-2,3-二氢咪唑并[2,1-b][1,3]恶唑
• 英文名称: 2-chloromethyl-5-nitro-2,3-dihydro-imidazo[2,1-b]oxazole
• 英文别名: Imidazo[2,1-b]oxazole, 2-(chloromethyl)-2,3-dihydro-5-nitro-；2-(chloromethyl)-5-nitro-2,3-dihydroimidazo[2,1-b][1,3]oxazole
• CAS: 73332-80-6
• 化学式: C₆H₆ClN₃O₃
• 分子量: 203.585
• InChiKey: AQUMABWVUSQAOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  2,4-二硝基咪唑 、 环氧氯丙烷 以25%的产率得到
  参考文献：
  名称：

  SEHGAL, R. K.;WEBB, M. W.;AGRAWAL, KRISHNA, C., J. MED. CHEM., 1981, 24, N 5, 601-604

  摘要：

  DOI：

文献信息

• Nitroimidazoles XXI 2,3-dihydro-6-nitroimidazo [2,1-b] oxazoles with antitubercular activity,
  作者：K Nagarajan

  DOI：10.1016/0223-5234(89)90034-2

  日期：1989.12
• Sehgal,R.K.; Agrawal,K.C., Journal of Heterocyclic Chemistry, 1979, vol. 16, p. 1499 - 1500
  作者：Sehgal,R.K.、Agrawal,K.C.

  DOI：——

  日期：——
• Potential radiosensitizing agents. 2. Synthesis and biological activity of derivatives of dinitroimidazole with oxiranes
  作者：Raj K. Sehgal、Matthew W. Webb、Krishna C. Agrawal

  DOI：10.1021/jm00137a021

  日期：1981.5

  A series of 1-substituted 2,4-dinitroimidazole analogues have been synthesized and tested for their radiosensitizing ability for selectively sensitizing hypoxic mammalian cells to the lethal effect of radiation. The reaction of 2,4-(5)-dinitroimidazole (1) with a variety of oxiranes upon heating in absolute ethanol yielded the expected 1-substituted 2,4-dinitroimidazoles (2) and also resulted in the formation of a novel class of isomeric nitroimidazo[2,1-b]oxazoles 3 and 4) by intramolecular cyclization. The results of radiosensitizing activity of these agents against hypoxic Chinese hamster cells (V-79) indicated that 2,4-dinitroimidazoles were better sensitizers than the nitroimidazo[2,1-b]oxazoles, suggesting the necessity of the 2-nitro function in the molecule. The 1-(2-hydroxy-3-methoxypropyl)-2,4-dinitroimidazole (2d) was found to be the most effective radiosensitizer of this series.