3-((pyridin-3-ylmethyl)thio)-5,6-di-p-tolyl-1,2,4-triazine | 1478982-11-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-((pyridin-3-ylmethyl)thio)-5,6-di-p-tolyl-1,2,4-triazine
• 英文别名: 5,6-Bis(4-methylphenyl)-3-(pyridin-3-ylmethylsulfanyl)-1,2,4-triazine
• CAS: 1478982-11-4
• 化学式: C₂₃H₂₀N₄S
• 分子量: 384.505
• InChiKey: HKDUBHKWGXJNDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  76.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4,4'-二甲基联苯甲酰 在 盐酸 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 3.17h， 生成 3-((pyridin-3-ylmethyl)thio)-5,6-di-p-tolyl-1,2,4-triazine
  参考文献：
  名称：

  Microwave-assisted synthesis and anticonvulsant activity of 5,6-bisaryl-1,2,4-triazine-3-thiol derivatives

  摘要：

  A series of 5,6-bisaryl-1,2,4-triazine-3-thiol derivatives were synthesized through microwave-promoted chemistry by condensation of the aromatic 1,2-diketones and thiosemicarbazide in a mixed green solvent. Subsequently, S-alkylation of 1,2,4-triazine-3-thiols afforded S-substituted derivatives. The anticonvulsant activity of the synthesized compounds was evaluated in vivo by electroshock and pentylenetetrazole (PTZ)-induced seizures tests. Among them, compound 4a bearing 4-pyridylmethylthio moiety on the triazine ring showed the highest protection in both electroshock and PTZ-induced seizures tests. Compound 4a showed no sign of neurotoxicity at the dose of 100 mg/kg in both rotarod and chimney tests.

  DOI：

  10.1007/s00044-013-0843-6

文献信息

• Microwave-assisted synthesis and anticonvulsant activity of 5,6-bisaryl-1,2,4-triazine-3-thiol derivatives
  作者：Hamid Irannejad、Nima Naderi、Saeed Emami、Roja Qobadi Ghadikolaei、Alireza Foroumadi、Tina Zafari、Ali Mazar-Atabaki、Sakineh Dadashpour

  DOI：10.1007/s00044-013-0843-6

  日期：2014.5

  A series of 5,6-bisaryl-1,2,4-triazine-3-thiol derivatives were synthesized through microwave-promoted chemistry by condensation of the aromatic 1,2-diketones and thiosemicarbazide in a mixed green solvent. Subsequently, S-alkylation of 1,2,4-triazine-3-thiols afforded S-substituted derivatives. The anticonvulsant activity of the synthesized compounds was evaluated in vivo by electroshock and pentylenetetrazole (PTZ)-induced seizures tests. Among them, compound 4a bearing 4-pyridylmethylthio moiety on the triazine ring showed the highest protection in both electroshock and PTZ-induced seizures tests. Compound 4a showed no sign of neurotoxicity at the dose of 100 mg/kg in both rotarod and chimney tests.