2-(5-硝基呋喃-2-基)-噻唑-4-甲醛 | 31898-39-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 中文名称: 2-(5-硝基呋喃-2-基)-噻唑-4-甲醛
• 英文名称: 2-(5-nitro-furan-2-yl)-thiazole-4-carbaldehyde
• 英文别名: 2-(5-Nitro-2-furyl)-4-thiazolcarboxaldehyd；2-(5-Nitro-2-furyl)-4-formyl-thiazol；2-(5-Nitrofuran-2-yl)-1,3-thiazole-4-carbaldehyde
• CAS: 31898-39-2
• 化学式: C₈H₄N₂O₄S
• 分子量: 224.197
• InChiKey: FRAANNNVKVWRGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  117
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(5-硝基呋喃-2-基)-噻唑-4-甲醛 以65%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：

  4-乙酰氧基甲基-2-(5-硝基-呋喃-2-基)-噻唑 在 盐酸 、 sodium dichromate 作用下， 以 1,4-二氧六环 、 溶剂黄146 为溶剂， 反应 2.0h， 生成 2-(5-硝基呋喃-2-基)-噻唑-4-甲醛
  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

• Antiprotozoal thiazoles. 2. 2-(5-Nitro-2-furyl-, thiazolyl-, and 1-methylimidazolyl-)thiazoles
  作者：Martin C. Neville、John P. Verge

  DOI：10.1021/jm00217a017

  日期：1977.7

  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.
• NEVILLE M. C.; VERGE J. P., J. MED. CHEM. <JMCM-AR>, 1977, 20, NO 7, 946-949
  作者：NEVILLE M. C.、 VERGE J. P.

  DOI：——

  日期：——