1-chloro-5-methyl-10H-indolo[3,2-b]quinolin-5-ium triflate | 1268525-82-1

• 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: 1-chloro-5-methyl-10H-indolo[3,2-b]quinolin-5-ium triflate
• 英文别名: 1-chloro-5-methyl-10H-indolo[3,2-b]quinolin-5-ium; trifluoromethanesulfonic acid；1-chloro-5-methyl-10H-indolo[3,2-b]quinolin-5-ium;trifluoromethanesulfonate
• CAS: 1268525-82-1
• 化学式: CF₃O₃S*C₁₆H₁₂ClN₂
• 分子量: 416.808
• InChiKey: OGPKEBADHNMXTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  27
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  85.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-chloro-10H-indolo[3,2-b]quinoline 、 三氟甲烷磺酸甲酯 以 甲苯 为溶剂， 反应 24.0h， 以71%的产率得到1-chloro-5-methyl-10H-indolo[3,2-b]quinolin-5-ium triflate
  参考文献：
  名称：

  Identification of 3-phenylaminoquinolinium and 3-phenylaminopyridinium salts as new agents against opportunistic fungal pathogens

  摘要：

  Previous studies on the indoloquinoline alkaloid, cryptolepine (2), revealed that it has antii-nfective properties among other activities. Using Structure-activity relationship (SAR) techniques, several ring-opened analogs of cryptolepine (3-phenylaminopyridinium and 3-phenylaminoquinolinium derivatives) were designed to improve the potency and lower the cytotoxicity shown by several of the precursor agents. Results indicate that these ring-opened analogs constitute new anti-infective agents with over a 100-fold potency and several fold lower cytotoxicity than cryptolepine from which they are derived. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2010.10.065