4-氯-8-乙基-2-甲基喹啉 | 63136-24-3

• 物质功能分类: 医药中间体 - 杂环化合物 - 喹啉类化合物
• 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
• 中文名称: 4-氯-8-乙基-2-甲基喹啉
• 英文名称: 4-Cl-8-Aethyl-chinaldin
• 英文别名: 4-chloro-8-ethyl-2-methyl-quinoline；4-Chloro-8-ethyl-2-methylquinoline
• CAS: 63136-24-3
• 化学式: C₁₂H₁₂ClN
• 分子量: 205.687
• InChiKey: LKUTYUVKHODNGG-UHFFFAOYSA-N

物化性质

• 沸点：
  104-106 °C(Press: 0.4 Torr)
• 密度：
  1.156±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933499090

反应信息

• 作为反应物：
  描述：

  4-氯-8-乙基-2-甲基喹啉 在 一水合肼 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 7.0h， 生成 N¹-{4-[(10S)-dihydroartemisinin-10-oxyl]}phenylmethylene-N²-(8-ethyl-2-methylquinoline-4-yl)hydrazine
  参考文献：
  名称：

  N 1-{4-[(10S)-Dihydroartemisinin-10-oxyl]}phenylmethylene-N 2-(2-methylquinoline-4-yl)hydrazine derivatives as antiplasmodial falcipain-2 inhibitors

  摘要：

  A series of N (1)-{4-[(10S)-dihydroartemisinin-10-oxyl]}phenylmethylene-N (2)-(2-methylquinoline-4-yl) hydrazine derivatives 9a-9n possessing 4-quinolylhydrazone and artemisinin cores were herein synthesized and evaluated for their activities against cysteine protease falcipain-2 of Plasmodium falciparum. The structures were clearly confirmed by elemental analysis, H-1 NMR, and mass spectra. The pharmacological results indicated that all compounds showed excellent activity against recombinant falcipain-2 (IC50 = 0.15-2.28 mu M). The best one of this series was compound 9d (IC50 = 0.15 mu M). The molecular docking results showed that the compound 9d made close contact with the key active site of cysteine protease falcipain-2.

  DOI：

  10.1007/s00044-011-9854-3
• 作为产物：
  描述：

  8-Ethyl-4-hydroxychinaldin 在 三氯氧磷 作用下， 反应 3.0h， 生成 4-氯-8-乙基-2-甲基喹啉
  参考文献：
  名称：

  N 1-{4-[(10S)-Dihydroartemisinin-10-oxyl]}phenylmethylene-N 2-(2-methylquinoline-4-yl)hydrazine derivatives as antiplasmodial falcipain-2 inhibitors

  摘要：

  A series of N (1)-{4-[(10S)-dihydroartemisinin-10-oxyl]}phenylmethylene-N (2)-(2-methylquinoline-4-yl) hydrazine derivatives 9a-9n possessing 4-quinolylhydrazone and artemisinin cores were herein synthesized and evaluated for their activities against cysteine protease falcipain-2 of Plasmodium falciparum. The structures were clearly confirmed by elemental analysis, H-1 NMR, and mass spectra. The pharmacological results indicated that all compounds showed excellent activity against recombinant falcipain-2 (IC50 = 0.15-2.28 mu M). The best one of this series was compound 9d (IC50 = 0.15 mu M). The molecular docking results showed that the compound 9d made close contact with the key active site of cysteine protease falcipain-2.

  DOI：

  10.1007/s00044-011-9854-3

文献信息

• N 1-{4-[(10S)-Dihydroartemisinin-10-oxyl]}phenylmethylene-N 2-(2-methylquinoline-4-yl)hydrazine derivatives as antiplasmodial falcipain-2 inhibitors
  作者：Wei Luo、Wei-Qiang Lu、Kun-Qiang Cui、Yang Liu、Jian Wang、Chun Guo

  DOI：10.1007/s00044-011-9854-3

  日期：2012.10

  A series of N (1)-4-[(10S)-dihydroartemisinin-10-oxyl]}phenylmethylene-N (2)-(2-methylquinoline-4-yl) hydrazine derivatives 9a-9n possessing 4-quinolylhydrazone and artemisinin cores were herein synthesized and evaluated for their activities against cysteine protease falcipain-2 of Plasmodium falciparum. The structures were clearly confirmed by elemental analysis, H-1 NMR, and mass spectra. The pharmacological results indicated that all compounds showed excellent activity against recombinant falcipain-2 (IC50 = 0.15-2.28 mu M). The best one of this series was compound 9d (IC50 = 0.15 mu M). The molecular docking results showed that the compound 9d made close contact with the key active site of cysteine protease falcipain-2.