[2-(1-methyl-5-nitro-1H-imidazol-2-yl)-thiazol-4-ylmethylene]-morpholin-4-yl-amine | 62720-12-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [2-(1-methyl-5-nitro-1H-imidazol-2-yl)-thiazol-4-ylmethylene]-morpholin-4-yl-amine
• 英文别名: 1-[2-(1-methyl-5-nitroimidazol-2-yl)-1,3-thiazol-4-yl]-N-morpholin-4-ylmethanimine
• CAS: 62720-12-1
• 化学式: C₁₂H₁₄N₆O₃S
• 分子量: 322.348
• InChiKey: HIJUEKIJWCEGEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.12
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  98.68
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  1-methyl-5-nitro-1H-imidazole-2-carbothioic acid amide 在 溶剂黄146 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 生成 [2-(1-methyl-5-nitro-1H-imidazol-2-yl)-thiazol-4-ylmethylene]-morpholin-4-yl-amine
  参考文献：
  名称：

  Antiprotozoal thiazoles. 2. 2-(5-Nitro-2-furyl-, thiazolyl-, and 1-methylimidazolyl-)thiazoles

  摘要：

  Ten 2-substituted 4-thiazolecarboxaldehyde hydrazones bearing 5-nitro-2-furyl, 5-nitro-2-thiazolyl, and 1-methyl-5-nitro-2-imidazolyl functions have been prepared and screened for activity against Trypanosoma cruzi infections in mice. The results permitted the ranking of these substituents in decreasing order of activity: 1-methyl-5-nitro-2-imidazolyl greater than 5-nitro-2-furyl greater than 5-nitro-2-thiazolyl, the last being inactive. Some structural features of the side chain necessary for optimum activity are discussed. The most active compound, 4-[[[2-(1-methyl-5-nitro-2-imidazolyl)-4-thiazolyl]methylene]amino]thiomorpholine 1,1-dioxide, compared favorably with the standard Nifurtimox against three recent clinical isolates of T. cruzi, including one with a high myocardial tissue infiltration.

  DOI：

  10.1021/jm00217a017