2-(1-methyl-5-nitro-1H-imidazol-2-yl)-thiazole-4-carbaldehyde | 57436-62-1

• 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)-thiazole-4-carbaldehyde
• 英文别名: 2-(1-methyl-5-nitro-imidazol-2-yl)thiazole-4-carboxaldehyde；2-(1-methyl-5-nitroimidazol-2-yl)-1,3-thiazole-4-carbaldehyde
• CAS: 57436-62-1
• 化学式: C₈H₆N₄O₃S
• 分子量: 238.227
• InChiKey: RYOCWPZPXYAWBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(1-methyl-5-nitro-1H-imidazol-2-yl)-thiazole-4-carbaldehyde 以85%的产率得到
  参考文献：
  名称：

  NEVILLE M. C.; VERGE J. P., J. MED. CHEM. , 1977, 20, NO 7, 946-949

  摘要：

  DOI：
• 作为产物：
  描述：

  1-methyl-5-nitro-1H-imidazole-2-carbothioic acid amide 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-(1-methyl-5-nitro-1H-imidazol-2-yl)-thiazole-4-carbaldehyde
  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

文献信息

• Thiazole derivatives
  申请人：Lilly Industries, Ltd.

  公开号：US03989690A1

  公开（公告）日：1976-11-02

  2-Nitroimidazolyl-4-thiomorpholinoiminoalkyl thiazoles are useful as anti-parasitic agents, being active against Trypanosomidae, and may be prepared by reaction of novel 2-nitroimidazolyl-4-acylthiazoles with an N-aminothiomorpholine.

  2-硝基咪唑基-4-硫代吗啉亚胺烷基噻唑类化合物可用作抗寄生虫药物，对Trypanosomidae活性，可通过新型2-硝基咪唑基-4-酰基噻唑类化合物与N-氨基硫代吗啡啶反应制备。
• US3989690A
  申请人：——

  公开号：US3989690A

  公开（公告）日：1976-11-02