3,6-bis(2,4-dichloro-5-fluorophenyl)-7-(3,4-dimethoylbenzylidene)-7H-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazine | 1122500-27-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3,6-bis(2,4-dichloro-5-fluorophenyl)-7-(3,4-dimethoylbenzylidene)-7H-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazine
• 英文别名: 3,6-bis(2,4-dichloro-5-fluorophenyl)-7-[(3,4-dimethoxyphenyl)methylidene]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
• CAS: 1122500-27-9
• 化学式: C₂₅H₁₄Cl₄F₂N₄O₂S
• 分子量: 614.287
• InChiKey: ZNQNPNAQRQUJMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.25
• 重原子数：
  38.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  61.53
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  3,6-bis(2,4-dichloro-5-fluorophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 、 3,4-二甲氧基苯甲醛 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 3,6-bis(2,4-dichloro-5-fluorophenyl)-7-(3,4-dimethoylbenzylidene)-7H-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazine
  参考文献：
  名称：

  Analgesic and antimicrobial studies of some 2,4-dichloro-5-fluorophenyl containing arylidenetriazolothiadiazines

  摘要：

  2,4-Dichloro-5-fluorophenyl containing 7-arylidenetriazolothiadiazines were obtained by the reaction of 4-amino-3-(2,4-dichloro-5-fluorophenyl)-5-mercapto-1,2,4-triazole with 2,3-dibromo-1,3-diarylpropan-1-ones, and also by the reaction of 4-amino-3-(2,4-dichloro-5-fluorophenyl)-5-mercapto-1,2,4-triazole with alpha-bromopropenones in the presence of a base. The structure of the 7-arylidenetriazolothiadiazines was confirmed by an alternative synthesis. A plausible mechanism for the formation of 7-arylidenetriazolothiadiazines is proposed. All newly synthesized compounds were screened for their analgesic and antimicrobial activities. Compounds bearing 4-chlorophenyl or 3,4-methylenedioxyphenyl moieties at position 7 of the arylidenetriazolothiadiazines showed excellent analgesic activity. Arylidenetriazolothiadiazines carrying a phenyl, 4-chlorophenyl, 4-methylphenyl, 3,4-dimethoxyphenyl, and 2,4-dichlorophenyl moieties at position 7 showed excellent antibacterial and antifungal activities.

  DOI：

  10.1007/s00706-007-0797-9