methyl 4-oxo-4H-pyrimido[2',1':5,1][1,2,4]triazolo[4,3-a]quinoxaline-2-carboxylate | 1337569-33-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: methyl 4-oxo-4H-pyrimido[2',1':5,1][1,2,4]triazolo[4,3-a]quinoxaline-2-carboxylate
• 英文别名: Methyl 9-chloro-4-methyl-13-oxo-1,8,11,12,16-pentazatetracyclo[8.7.0.02,7.012,17]heptadeca-2(7),3,5,8,10,14,16-heptaene-15-carboxylate；methyl 9-chloro-4-methyl-13-oxo-1,8,11,12,16-pentazatetracyclo[8.7.0.02,7.012,17]heptadeca-2(7),3,5,8,10,14,16-heptaene-15-carboxylate
• CAS: 1337569-33-1
• 化学式: C₁₅H₁₀ClN₅O₃
• 分子量: 343.729
• InChiKey: MLMZVPGKVWMBQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  86.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,3-二氯-6-甲基喹喔啉 以 甲醇 、 正丁醇 为溶剂， 反应 11.0h， 生成 methyl 4-oxo-4H-pyrimido[2',1':5,1][1,2,4]triazolo[4,3-a]quinoxaline-2-carboxylate
  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.