3-chloro-8-methoxy-9-(1-pyrrolidinylmethyl)-11H-indolo<3,2-c>quinoline dihydrochloride | 144190-93-2

• 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: 3-chloro-8-methoxy-9-(1-pyrrolidinylmethyl)-11H-indolo<3,2-c>quinoline dihydrochloride
• CAS: 144190-93-2
• 化学式: C₂₁H₂₀ClN₃O*2ClH
• 分子量: 438.784
• InChiKey: KGDZDJIVWGXQIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.55
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  41.15
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  7-氯-2,3-二氢喹啉-4-酮 、 1-(5-hydrazino-2-methoxybenzyl)pyrrolidine 以30%的产率得到3-chloro-8-methoxy-9-(1-pyrrolidinylmethyl)-11H-indolo<3,2-c>quinoline dihydrochloride
  参考文献：
  名称：

  Synthesis and in vitro antimalarial activity of some indolo[3,2-c]quinolines

  摘要：

  A series of indolo]3,2-c]quinolines (1b-e) was synthesized by Fischer indolization of 7-chloro-1,2,3,4-tetrahydroquinolin-4-one with the appropriate hydrazines (7b-e). Evaluation of in vitro antimalarial activity was carried out against a chloroquine resistant strain of Plasmodium falciparum. Except for compound 1e which lacked a basic side chain at position 9, the other indolo[3,2-c]quinolines 1b-d were active. The most active compound was 3-chloro-8-methoxy-9-(4-methyl-1-piperazinylmethyl)-11H-indolo[3,2-c]quinoline (1d) trihydrochloride which was about 10(4) times more active than chloroquine in vitro. The effects of structural variation on antimalarial activity were discussed.

  DOI：

  10.1016/0223-5234(92)90152-q