4-(4-nitro-benzylideneamino)-5-phenyl-2,4-dihydro-[1,2,4]triazole-3-thione | 65592-69-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(4-nitro-benzylideneamino)-5-phenyl-2,4-dihydro-[1,2,4]triazole-3-thione
• 英文别名: 4-[(4-nitrophenyl)methylideneamino]-3-phenyl-1H-1,2,4-triazole-5-thione
• CAS: 65592-69-0
• 化学式: C₁₅H₁₁N₅O₂S
• 分子量: 325.351
• InChiKey: TTZIAKNUUKCNGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 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：
  118
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(4-nitro-benzylideneamino)-5-phenyl-2,4-dihydro-[1,2,4]triazole-3-thione 在 copper(II) sulfate 、 sodium ascorbate 、 三乙胺 作用下， 以 水 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 26.0h， 生成 (E)-1-(4-nitrophenyl)-N-[3-({[1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl]methyl}thio)-5-phenyl-4H-1,2,4-triazol-4-yl]methanimine
  参考文献：
  名称：

  Synthesis and Evaluation of Antioxidant, Antibacterial, and Target Protein-Molecular Docking of Novel 5-Phenyl-2,4-dihydro-3H-1,2,4-triazole Derivatives Hybridized with 1,2,3-Triazole via the Flexible SCH2-Bonding

  摘要：

  DOI：

  10.1134/s1070363220120300
• 作为产物：
  描述：

  苯甲酰肼 在 硫酸 、 一水合肼 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 4-(4-nitro-benzylideneamino)-5-phenyl-2,4-dihydro-[1,2,4]triazole-3-thione
  参考文献：
  名称：

  Synthesis and Evaluation of Antioxidant, Antibacterial, and Target Protein-Molecular Docking of Novel 5-Phenyl-2,4-dihydro-3H-1,2,4-triazole Derivatives Hybridized with 1,2,3-Triazole via the Flexible SCH2-Bonding

  摘要：

  DOI：

  10.1134/s1070363220120300

文献信息

• Thiosemicarbazone fragment embedded within 1,2,4-triazole ring as inhibitors of Entamoeba histolytica
  作者：Shadab Miyan Siddiqui、Attar Salahuddin、Amir Azam

  DOI：10.1016/j.bmcl.2012.02.084

  日期：2012.4

  A series of 1,2,4-triazole derivatives containing thiosemicarbazone linkage was synthesized and evaluated for their in vitro antiamoebic activity against HM1:IMSS strain of Entamoeba histolytica. All the compounds were capable of inhibiting the growth of E. histolytica out of which four compounds (IC50 = 0.28-1.38 mu M) were found to have better efficacy than the standard drug Metronidazole (IC50 = 1.8 mu M). Cytotoxicity of the active compounds was assessed by MTT assay using human breast cancer MCF-7 cell line, which revealed that all the compounds were low cytotoxic in the concentration range of 2.5-250 mu M. (C) 2012 Elsevier Ltd. All rights reserved.