4-[4-bromobenzylideneamino]-5-phenyl-4H-1,2,4-triazole-3-thiol | 331002-15-4

• 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-bromobenzylideneamino]-5-phenyl-4H-1,2,4-triazole-3-thiol
• 英文别名: 4-[4-bromobenzylidenamino]-5-phenyl-4H-1,2,4-triazole-3-thiol；4-[(4-bromophenyl)methylideneamino]-3-phenyl-1H-1,2,4-triazole-5-thione
• CAS: 331002-15-4
• 化学式: C₁₅H₁₁BrN₄S
• 分子量: 359.249
• InChiKey: IJWLJDZJESIQMV-UHFFFAOYSA-N

物化性质

• 沸点：
  445.8±47.0 °C(Predicted)
• 密度：
  1.53±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 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：
  72.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[4-bromobenzylideneamino]-5-phenyl-4H-1,2,4-triazole-3-thiol 、 6-(chloromethyl)-N²-(4-methoxyphenyl)-1,3,5-triazine-2,4-diamine 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以79%的产率得到6-{[4-(4-bromobenzylideneamino)-5-phenyl-4H-1,2,4-triazol-3-ylthio]methyl}-N2-(4-methoxyphenyl)-1,3,5-triazine-2,4-diamine
  参考文献：
  名称：

  Synthesis and antiviral activity of benzimidazolyl- and triazolyl-1,3,5-triazines

  摘要：

  A novel series of 1,3,5-triazine analogs was successfully synthesized through conjugation with benzimidazole or 1,2,4-triazole derivatives via a methylenethio linker. The new analogs were in vitro evaluated against HSV-1 in Vero cells; among these analogs, two compounds exhibited good effect in inhibiting HSV-1 replication (for compound 5p: EC50 = 3.5 mu g/ml, SI = 358; for compound 5r: EC50 = 5.0 mu g/ml, SI = 300) in comparison to acyclovir.

  DOI：

  10.1007/s00044-011-9574-8
• 作为产物：
  描述：

  potassium 3-benzoyldithiocarbazinate 在 溶剂黄146 、 肼 作用下， 生成 4-[4-bromobenzylideneamino]-5-phenyl-4H-1,2,4-triazole-3-thiol
  参考文献：
  名称：

  Nayak, Sashikanta; Panda, Sunakar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2016, vol. 55B, # 9, p. 1144 - 1150

  摘要：

  DOI：

文献信息

• Studies on Absorption and Emission Characteristics of Inclusion Complexes of Some 4-Arylidenamino-5-phenyl-4H-1, 2, 4-triazole-3-thiols
  作者：Sunakar Panda、Sashikanta Nayak

  DOI：10.1007/s10895-015-1728-5

  日期：2016.3

  The inclusion complexes of a series of 4-arylidenamino-5-phenyl-4H-1, 2, 4-triazole-3-thiols have been prepared with β-cyclodextrin. The compounds and their inclusion complexes have been characterized by studying their physical and spectral properties. The thermodynamic stability constant and free energy of activation have been determined to know the stability of inclusion complexes and type of host-guest

  用β-环糊精制备了一系列4-芳基氨基-5-苯基-4H-1、2、4-三唑-3-硫醇的包合物。通过研究它们的物理和光谱特性，可以对化合物及其包合物进行表征。确定了热力学稳定性常数和活化自由能，以了解包合物的稳定性和主体-客体关系的类型。最后，对化合物（4-芳基氨基-5-苯基-4H-1、2，4-三唑-3-硫醇）及其包合物的吸收，激发和发射光谱进行了测定。发现包合物的形成引起新合成的化合物的吸收和荧光特性（激发和发射光谱）都发生急剧变化。
• Nayak, Sashikanta; Panda, Sunakar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2016, vol. 55B, # 9, p. 1144 - 1150
  作者：Nayak, Sashikanta、Panda, Sunakar

  DOI：——

  日期：——
• Synthesis and antiviral activity of benzimidazolyl- and triazolyl-1,3,5-triazines
  作者：Azza R. Maarouf、Abdelbasset A. Farahat、Khalid B. Selim、Hassan M. Eisa

  DOI：10.1007/s00044-011-9574-8

  日期：2012.6

  A novel series of 1,3,5-triazine analogs was successfully synthesized through conjugation with benzimidazole or 1,2,4-triazole derivatives via a methylenethio linker. The new analogs were in vitro evaluated against HSV-1 in Vero cells; among these analogs, two compounds exhibited good effect in inhibiting HSV-1 replication (for compound 5p: EC50 = 3.5 mu g/ml, SI = 358; for compound 5r: EC50 = 5.0 mu g/ml, SI = 300) in comparison to acyclovir.