5-Pyridin-4-yl-3-[[4-[2-(trifluoromethyl)phenyl]piperazin-1-yl]methyl]-1,3,4-oxadiazole-2-thione | 1384385-36-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 5-Pyridin-4-yl-3-[[4-[2-(trifluoromethyl)phenyl]piperazin-1-yl]methyl]-1,3,4-oxadiazole-2-thione
• 英文别名: 5-pyridin-4-yl-3-[[4-[2-(trifluoromethyl)phenyl]piperazin-1-yl]methyl]-1,3,4-oxadiazole-2-thione
• CAS: 1384385-36-7
• 化学式: C₁₉H₁₈F₃N₅OS
• 分子量: 421.446
• InChiKey: HZTOKRRHEFQHOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  76.3
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  1-(三氟甲基)-2-哌嗪基苯 、 5-(4-吡啶基)-1,3,4-二唑-2-硫醇 在 聚合甲醛 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以62%的产率得到5-Pyridin-4-yl-3-[[4-[2-(trifluoromethyl)phenyl]piperazin-1-yl]methyl]-1,3,4-oxadiazole-2-thione
  参考文献：
  名称：

  Mannich base derivatives of 1,3,4-oxadiazole: synthesis and screening against Entamoeba histolytica

  摘要：

  Mannich base derivatives of 5-(pyridine-4-yl)-1,3,4-oxadiazole-2-(3H)-thione with substituted piperazine were synthesized and characterized. In vitro antiamoebic activity was performed against HM1: IMSS strain of Entamoeba histolytica and the cytotoxicity of the compounds having IC50 value less than metronidazole was assessed by MTT assay on human breast cancer MCF-7 cell line. The results revealed that compounds 2, 3 and 5 were found to be better inhibitors of E. histolytica than the reference drug metronidazole and found low cytotoxic in the concentration range of 2.5-250 mu M. This study suggests the possibility of developing 1,3,4-oxadiazole analogues as potential drug candidates.

  DOI：

  10.1007/s00044-012-0108-9

文献信息

• Mannich base derivatives of 1,3,4-oxadiazole: synthesis and screening against Entamoeba histolytica
  作者：Shadab Miyan Siddiqui、Attar Salahuddin、Amir Azam

  DOI：10.1007/s00044-012-0108-9

  日期：2013.3

  Mannich base derivatives of 5-(pyridine-4-yl)-1,3,4-oxadiazole-2-(3H)-thione with substituted piperazine were synthesized and characterized. In vitro antiamoebic activity was performed against HM1: IMSS strain of Entamoeba histolytica and the cytotoxicity of the compounds having IC50 value less than metronidazole was assessed by MTT assay on human breast cancer MCF-7 cell line. The results revealed that compounds 2, 3 and 5 were found to be better inhibitors of E. histolytica than the reference drug metronidazole and found low cytotoxic in the concentration range of 2.5-250 mu M. This study suggests the possibility of developing 1,3,4-oxadiazole analogues as potential drug candidates.