(E)-3-(6-nitro-1,3-benzodioxol-5-yl)prop-2-enoyl chloride | 1029101-13-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-(6-nitro-1,3-benzodioxol-5-yl)prop-2-enoyl chloride
• CAS: 1029101-13-0
• 化学式: C₁₀H₆ClNO₅
• 分子量: 255.614
• InChiKey: ALPFPQXKAOAOHA-OWOJBTEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  78.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (E)-3-(6-nitro-1,3-benzodioxol-5-yl)prop-2-enoyl chloride 、 1,4-二苯氨基硫脲 以 1,4-二氧六环 为溶剂， 反应 48.0h， 以37%的产率得到5-[(E)-2-(6-nitro-1,3-benzodioxol-5-yl)ethenyl]-N,4-diphenyl-1,3,4-thiadiazol-4-ium-2-amine;chloride
  参考文献：
  名称：

  Novel 1,3,4-thiadiazolium-2-phenylamine chlorides derived from natural piperine as trypanocidal agents: Chemical and biological studies

  摘要：

  We herein describe the synthesis and characterization of nine new 1,3,4-thiadiazolium-2-phenylamine chlorides derived from natural piperine. We evaluate their toxic effects against the different evolutive forms of Trypanosoma cruzi, and the host cell (murine macrophages). The results obtained show that mesoionic hydrochloride MI possesses the best activity profile. Compound MI may be a prototype for use in the development of a new chemotherapeutic agent with high efficiency, which may be employed in the treatment of Chagas' disease. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.12.049
• 作为产物：
  描述：

  4,5-methylenedioxy-2-nitrocinnamic acid 在 草酰氯 作用下， 反应 2.0h， 以100%的产率得到(E)-3-(6-nitro-1,3-benzodioxol-5-yl)prop-2-enoyl chloride
  参考文献：
  名称：

  Novel 1,3,4-thiadiazolium-2-phenylamine chlorides derived from natural piperine as trypanocidal agents: Chemical and biological studies

  摘要：

  We herein describe the synthesis and characterization of nine new 1,3,4-thiadiazolium-2-phenylamine chlorides derived from natural piperine. We evaluate their toxic effects against the different evolutive forms of Trypanosoma cruzi, and the host cell (murine macrophages). The results obtained show that mesoionic hydrochloride MI possesses the best activity profile. Compound MI may be a prototype for use in the development of a new chemotherapeutic agent with high efficiency, which may be employed in the treatment of Chagas' disease. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.12.049