9-chloro-N-(2,6-dimethylphenyl)-10-methyl-3H-[1,3,4]thiadiazepino[7,6-b]quinolin-2-imine | 1417531-08-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 9-chloro-N-(2,6-dimethylphenyl)-10-methyl-3H-[1,3,4]thiadiazepino[7,6-b]quinolin-2-imine
• CAS: 1417531-08-8
• 化学式: C₂₀H₁₇ClN₄S
• 分子量: 380.901
• InChiKey: YINWZYUQPZQMFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,7-二氯-8-甲基喹啉-3-羧醛 、 4-(2,6-二甲基苯基)-3-氨基硫脲 在 对甲苯磺酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.03h， 以91%的产率得到9-chloro-N-(2,6-dimethylphenyl)-10-methyl-3H-[1,3,4]thiadiazepino[7,6-b]quinolin-2-imine
  参考文献：
  名称：

  Synthesis and biological evaluation of new [1,3,4]thiadiazepino[7,6-b]quinolin-2-amines as potent anti-microbial agents

  摘要：

  Four series of 56 new thiadiazepinoquinoline amines were synthesized and characterized by spectroscopic techniques (NMR, IR, and MS) and elemental analysis. All the compounds were screened for in vitro anti-microbial activity. Highest inhibitory activity (MIC of 0.03 mg/ml) was exerted by 2e against Bacillus subtilis and Streptococcus pyogenes, 2f against Escherichia coli and Streptococcus pyogenes, and 4k against only Bacillus subtilis. Only compounds 1g and 2g revealed potent anti-fungal activity (MIC 0.03 mg/ml) compared to the standard against Alternaria alternata. Most of the compounds exhibited better anti-bacterial activity than anti-fungal activity against the microorganisms employed in this study. These studies suggest that the thiadiazepinoquinoline scaffold may serve as a new promising template for further elaboration as anti-bacterial and anti-fungal drugs.

  DOI：

  10.1007/s00044-012-0389-z

文献信息

• Synthesis and biological evaluation of new [1,3,4]thiadiazepino[7,6-b]quinolin-2-amines as potent anti-microbial agents
  作者：Hasnain Muhammad Raza、Nada-E-Ali Rizvi、Hamid Latif Siddiqui、Arshad Javaid、Mazhar Iqbal

  DOI：10.1007/s00044-012-0389-z

  日期：2013.8

  Four series of 56 new thiadiazepinoquinoline amines were synthesized and characterized by spectroscopic techniques (NMR, IR, and MS) and elemental analysis. All the compounds were screened for in vitro anti-microbial activity. Highest inhibitory activity (MIC of 0.03 mg/ml) was exerted by 2e against Bacillus subtilis and Streptococcus pyogenes, 2f against Escherichia coli and Streptococcus pyogenes, and 4k against only Bacillus subtilis. Only compounds 1g and 2g revealed potent anti-fungal activity (MIC 0.03 mg/ml) compared to the standard against Alternaria alternata. Most of the compounds exhibited better anti-bacterial activity than anti-fungal activity against the microorganisms employed in this study. These studies suggest that the thiadiazepinoquinoline scaffold may serve as a new promising template for further elaboration as anti-bacterial and anti-fungal drugs.