[2-(5-nitro-thiophen-2-yl)-thiazol-4-ylmethylene]-thiomorpholin-4-yl-amine | 31898-55-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: [2-(5-nitro-thiophen-2-yl)-thiazol-4-ylmethylene]-thiomorpholin-4-yl-amine
• 英文别名: 1-[2-(5-Nitrothiophen-2-yl)-1,3-thiazol-4-yl]-N-(thiomorpholin-4-yl)methanimine；1-[2-(5-nitrothiophen-2-yl)-1,3-thiazol-4-yl]-N-thiomorpholin-4-ylmethanimine
• CAS: 31898-55-2
• 化学式: C₁₂H₁₂N₄O₂S₃
• 分子量: 340.451
• InChiKey: UAPKWJMIKHIXBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  156
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  5-nitro-thiophene-2-carbothioic acid amide 在 溶剂黄146 作用下， 以 1,4-二氧六环 、 氯仿 为溶剂， 生成 [2-(5-nitro-thiophen-2-yl)-thiazol-4-ylmethylene]-thiomorpholin-4-yl-amine
  参考文献：
  名称：

  Antiprotozoal thiazoles. 2-(5-Nitro-2-thienyl)thiazoles

  摘要：

  A series of 2-(5-nitro-2-thienyl)thiazoles and their vinylogs having substituted methylamine side chains has been prepared by halogen displacement on the corresponding 4-chloromethylthiazole. Of these, 4-morpholinomethyl-2-(5-nitro-2-thienyl)thiazole showed moderate activity against Trypanosoma cruzi and Trypanosoma rhodesiense in mice. This compound formed the lead for a series of analogous thiazole-4-carboxaldehyde hydrazones. Some of the latter were found active in curing murine Tryp. cruzi and Tryp. rhodesiense infections and to have low acute toxicity. A comparison with known active compounds is given and some structural features necessary for activity are discussed.

  DOI：

  10.1021/jm00242a007

文献信息

• Antiprotozoal thiazoles. 2-(5-Nitro-2-thienyl)thiazoles
  作者：John P. Verge、Patrick Roffey

  DOI：10.1021/jm00242a007

  日期：1975.8

  A series of 2-(5-nitro-2-thienyl)thiazoles and their vinylogs having substituted methylamine side chains has been prepared by halogen displacement on the corresponding 4-chloromethylthiazole. Of these, 4-morpholinomethyl-2-(5-nitro-2-thienyl)thiazole showed moderate activity against Trypanosoma cruzi and Trypanosoma rhodesiense in mice. This compound formed the lead for a series of analogous thiazole-4-carboxaldehyde hydrazones. Some of the latter were found active in curing murine Tryp. cruzi and Tryp. rhodesiense infections and to have low acute toxicity. A comparison with known active compounds is given and some structural features necessary for activity are discussed.