2-(5-anilino-1,3,4-thiadiazol-2-yl)benzenethiol | 1384180-66-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚类
• 英文名称: 2-(5-anilino-1,3,4-thiadiazol-2-yl)benzenethiol
• 英文别名: 2-(5-Anilino-1,3,4-thiadiazol-2-yl)benzenethiol
• CAS: 1384180-66-8
• 化学式: C₁₄H₁₁N₃S₂
• 分子量: 285.393
• InChiKey: VCXCFSFOYCBFOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  硫代水杨酸甲酯 在 硫酸 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 7.5h， 生成 2-(5-anilino-1,3,4-thiadiazol-2-yl)benzenethiol
  参考文献：
  名称：

  Synthesis of some 1,3,4-thiadiazole derivatives as inhibitors of Entamoeba histolytica

  摘要：

  In the quest for potent anti-amoebic agents, some 1,3,4-thiadiazole derivatives were synthesized and characterized by spectral data. The purity of the compounds was confirmed by elemental analysis. All the compounds were screened in vitro against HM1:IMSS strain of Entamoeba histolytica by microdilution method. The results revealed that compounds 1 (IC50 = 0.670 mu M), 3 (IC50 = 1.60 mu M) and 8 (IC50 = 0.522 mu M) had much better anti-amoebic activity than the reference drug metronidazole (IC50 = 1.80 mu M). Further, cytotoxicity of the compounds having IC50 value less than metronidazole was assessed by MTT assay on human breast cancer MCF-7 cell line and all the compounds were found low cytotoxic in the concentration range of 2.5-250 mu M. Preliminary results indicate that these three compounds (1, 3 and 8) may be subjected to further investigations and it may be hoped that the present study will stimulate efforts towards the development of novel effective anti-amoebic agents.

  DOI：

  10.1007/s00044-012-0107-x

文献信息

• Synthesis of some 1,3,4-thiadiazole derivatives as inhibitors of Entamoeba histolytica
  作者：Shadab Miyan Siddiqui、Attar Salahuddin、Amir Azam

  DOI：10.1007/s00044-012-0107-x

  日期：2013.3

  In the quest for potent anti-amoebic agents, some 1,3,4-thiadiazole derivatives were synthesized and characterized by spectral data. The purity of the compounds was confirmed by elemental analysis. All the compounds were screened in vitro against HM1:IMSS strain of Entamoeba histolytica by microdilution method. The results revealed that compounds 1 (IC50 = 0.670 mu M), 3 (IC50 = 1.60 mu M) and 8 (IC50 = 0.522 mu M) had much better anti-amoebic activity than the reference drug metronidazole (IC50 = 1.80 mu M). Further, cytotoxicity of the compounds having IC50 value less than metronidazole was assessed by MTT assay on human breast cancer MCF-7 cell line and all the compounds were found low cytotoxic in the concentration range of 2.5-250 mu M. Preliminary results indicate that these three compounds (1, 3 and 8) may be subjected to further investigations and it may be hoped that the present study will stimulate efforts towards the development of novel effective anti-amoebic agents.