5-[(1E,3E)-4-(1,3-benzodioxol-5-yl)buta-1,3-dienyl]-N,4-diphenyl-1,3,4-thiadiazol-4-ium-2-amine;chloride | 1029101-14-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 5-[(1E,3E)-4-(1,3-benzodioxol-5-yl)buta-1,3-dienyl]-N,4-diphenyl-1,3,4-thiadiazol-4-ium-2-amine;chloride
• CAS: 1029101-14-1
• 化学式: C₂₅H₂₀N₃O₂S*Cl
• 分子量: 461.972
• InChiKey: NEUAVBFDOFSYBO-FXNOXHGHSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.62
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  75.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,4-二苯氨基硫脲 、 piperic acid chloride 以 1,4-二氧六环 为溶剂， 反应 48.0h， 以57%的产率得到5-[(1E,3E)-4-(1,3-benzodioxol-5-yl)buta-1,3-dienyl]-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

文献信息

• Novel 1,3,4-thiadiazolium-2-phenylamine chlorides derived from natural piperine as trypanocidal agents: Chemical and biological studies
  作者：Welisson da Silva Ferreira、Leonardo Freire-de-Lima、Víctor Barbosa Saraiva、Frederico Alisson-Silva、Lucia Mendonça-Previato、José Osvaldo Previato、Aurea Echevarria、Marco Edilson Freire de Lima

  DOI：10.1016/j.bmc.2007.12.049

  日期：2008.3.15

  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.