8-methyl-4-[(5-(pyridin-3-yl)-1,3,4-oxadiazol-2-yl)thio][1,2,4]triazolo[4,3-a]quinoaxaline-1-amine | 1337569-24-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 8-methyl-4-[(5-(pyridin-3-yl)-1,3,4-oxadiazol-2-yl)thio][1,2,4]triazolo[4,3-a]quinoaxaline-1-amine
• 英文别名: 8-Methyl-4-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]-[1,2,4]triazolo[4,3-a]quinoxalin-1-amine；8-methyl-4-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]-[1,2,4]triazolo[4,3-a]quinoxalin-1-amine
• CAS: 1337569-24-0
• 化学式: C₁₇H₁₂N₈OS
• 分子量: 376.401
• InChiKey: BJEASXPLCSRDAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  146
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2,3-二氯-6-甲基喹喔啉 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 正丁醇 为溶剂， 反应 6.0h， 生成 8-methyl-4-[(5-(pyridin-3-yl)-1,3,4-oxadiazol-2-yl)thio][1,2,4]triazolo[4,3-a]quinoaxaline-1-amine
  参考文献：
  名称：

  [1,2,4]Triazolo[4,3-a]quinoxaline: synthesis, antiviral, and antimicrobial activities

  摘要：

  A series of novel [1,2,4]triazolo[4,3-a]quinoxaline derivatives and their isosteres, pyrimido-quinoxaline, were synthesized as potential antiviral and antimicrobial agents. The new compounds were synthesized via aromatic nucleophilic substitution of 4-chloro-8-methyl[1,2,4]triazolo[4,3-a]quinoxaline-1-amine with different amines and triazole-2-thiol. Some of the synthesized compounds were subjected to antiviral and cytotoxicity screening using plaque-reduction assay. Most of the tested compounds exhibited cytotoxicity at concentration 160 mu g/ml and compound 8b showed promising antiviral activity. In vitro antimicrobial screening against different pathogenic organisms using agar diffusion method demonstrated that compounds 4d, 6c, 7b, and 8a exhibit antibacterial and/or antifungal activities.

  DOI：

  10.1007/s00044-011-9753-7

文献信息

• [1,2,4]Triazolo[4,3-a]quinoxaline: synthesis, antiviral, and antimicrobial activities
  作者：Morkos A. Henen、Serry A. A. El Bialy、Fatma E. Goda、Magda N. A. Nasr、Hassan M. Eisa

  DOI：10.1007/s00044-011-9753-7

  日期：2012.9

  A series of novel [1,2,4]triazolo[4,3-a]quinoxaline derivatives and their isosteres, pyrimido-quinoxaline, were synthesized as potential antiviral and antimicrobial agents. The new compounds were synthesized via aromatic nucleophilic substitution of 4-chloro-8-methyl[1,2,4]triazolo[4,3-a]quinoxaline-1-amine with different amines and triazole-2-thiol. Some of the synthesized compounds were subjected to antiviral and cytotoxicity screening using plaque-reduction assay. Most of the tested compounds exhibited cytotoxicity at concentration 160 mu g/ml and compound 8b showed promising antiviral activity. In vitro antimicrobial screening against different pathogenic organisms using agar diffusion method demonstrated that compounds 4d, 6c, 7b, and 8a exhibit antibacterial and/or antifungal activities.