2-(β-bromoethyl)-8-<<6'-(diethylamino)hexyl>amino>-6-methoxy-4-methylquinoline

• 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: 2-(β-bromoethyl)-8-<<6'-(diethylamino)hexyl>amino>-6-methoxy-4-methylquinoline
• 英文别名: 2-(β-bromoethyl)-8-{[6'-(diethylamino)hexyl]amino}-6-methoxy-4-methylquinoline；N-[2-(2-bromoethyl)-6-methoxy-4-methylquinolin-8-yl]-N',N'-diethylhexane-1,6-diamine
• 化学式: C₂₃H₃₆BrN₃O
• 分子量: 450.462
• InChiKey: AMIRBYUNQMUWNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  28
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  37.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-溴-N,N-二乙基-1-己胺盐酸盐(1:1) 、 2-Ethenyl-6-methoxy-4-methylquinolin-8-amine 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以13%的产率得到2-(β-bromoethyl)-8-<<6'-(diethylamino)hexyl>amino>-6-methoxy-4-methylquinoline
  参考文献：
  名称：

  Synthesis of 2,4-disubstituted 6-methoxy-8-aminoquinoline analogs as potential antiparasitics

  摘要：

  A series of 2,4-disubstituted 8-aminoquinoline analogues were synthesized and evaluated against Plasmodium berghei in mice and Leishmania donovani in hamsters. 8-[[6-(Diethylamino)hexyl]amino]-2-ethyl-6-methoxy-4-methylquinoline (8a) possessed significant activity against L. donovani. 2-Ethyl-4-methylprimaquine (7a) was evaluated against Plasmodium cynomolgi in rhesus monkey and found to have activity equal to that of primaquine.

  DOI：

  10.1021/jm00179a023

文献信息

• Synthesis of 2,4-disubstituted 6-methoxy-8-aminoquinoline analogs as potential antiparasitics
  作者：F. Ivy Carroll、Bertold D. Berrang、C. Preston Linn

  DOI：10.1021/jm00179a023

  日期：1980.5

  A series of 2,4-disubstituted 8-aminoquinoline analogues were synthesized and evaluated against Plasmodium berghei in mice and Leishmania donovani in hamsters. 8-[[6-(Diethylamino)hexyl]amino]-2-ethyl-6-methoxy-4-methylquinoline (8a) possessed significant activity against L. donovani. 2-Ethyl-4-methylprimaquine (7a) was evaluated against Plasmodium cynomolgi in rhesus monkey and found to have activity equal to that of primaquine.