N-[2-[4,4-bis[2-[[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy]ethyl]piperazin-4-ium-1-yl]ethyl]-7-chloroquinolin-4-amine;bromide | 1259553-43-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N-[2-[4,4-bis[2-[[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy]ethyl]piperazin-4-ium-1-yl]ethyl]-7-chloroquinolin-4-amine;bromide
• CAS: 1259553-43-9
• 化学式: Br*C₄₉H₇₂ClN₄O₁₀
• 分子量: 992.488
• InChiKey: WEEHBFNWKJBTTN-FCKIRLPASA-M

计算性质

• 辛醇/水分配系数(LogP)：
  4.89
• 重原子数：
  65.0
• 可旋转键数：
  12.0
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  120.46
• 氢给体数：
  1.0
• 氢受体数：
  13.0

反应信息

• 作为产物：
  描述：

  7-chloro-N-(2-(piperazin-1-yl)ethyl)quinolin-4-amine 、 2-(10β-dihydroartemisinoxy)propyl bromide 以 N,N-二甲基甲酰胺 为溶剂， 以18%的产率得到N-[2-[4,4-bis[2-[[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy]ethyl]piperazin-4-ium-1-yl]ethyl]-7-chloroquinolin-4-amine;bromide
  参考文献：
  名称：

  Artemisinin–quinoline hybrid-dimers: Synthesis and in vitro antiplasmodial activity

  摘要：

  Novel artemisinin-quinoline hybrid-dimers were synthesized from dihydroartemisinin and different aminoquinolines at elevated temperatures (90-110 degrees C). All compounds were obtained as the beta-isomers and were tested against both chloroquine sensitive and resistant strains of Plasmodium falciparum. Hybrid-dimer 8 showed the highest antiplasmodial activity, inheriting the optimum chain length of three carbon atoms. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.130