吗啉-4-基-[2-(5-硝基噻吩-2-基)-1,3-噻唑-4-基]甲酮 | 56527-66-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 中文名称: 吗啉-4-基-[2-(5-硝基噻吩-2-基)-1,3-噻唑-4-基]甲酮
• 英文名称: 4-[2-(5-nitro-thiophen-2-yl)-thiazole-4-carbonyl]-morpholine
• 英文别名: Morpholine, 4-((2-(5-nitro-2-thienyl)-4-thiazolyl)carbonyl)-；morpholin-4-yl-[2-(5-nitrothiophen-2-yl)-1,3-thiazol-4-yl]methanone
• CAS: 56527-66-3
• 化学式: C₁₂H₁₁N₃O₄S₂
• 分子量: 325.369
• InChiKey: YXMWZHHHGNBVMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  145
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-nitro-thiophene-2-carbothioic acid amide 在 盐酸 、 sodium hydroxide 、 sodium dichromate 、 硫酸 作用下， 以 1,4-二氧六环 、 甲醇 、 溶剂黄146 为溶剂， 生成 吗啉-4-基-[2-(5-硝基噻吩-2-基)-1,3-噻唑-4-基]甲酮
  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

• VERGE J. P.; ROFFEY P., J. MED. CHEM. <JMCM-AR>, 1975, 18, NO 8, 794-797
  作者：VERGE J. P.、 ROFFEY P.

  DOI：——

  日期：——
• 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.