(8-Bromo-2-methylquinolin-4-yl)hydrazine | 1170357-22-8

• 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: (8-Bromo-2-methylquinolin-4-yl)hydrazine
• CAS: 1170357-22-8
• 化学式: C₁₀H₁₀BrN₃
• 分子量: 252.113
• InChiKey: QOSDVNYRZBFMJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  50.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (10S)-10-(4-formylphenyl)dihydroartemisinin 、 (8-Bromo-2-methylquinolin-4-yl)hydrazine 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 7.0h， 以12.88%的产率得到N¹-{4-[(10S)-dihydroartemisinin-10-oxyl]}phenylmethylene-N²-(8-bromo-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-溴-4-氯-2-甲基喹啉 在 一水合肼 作用下， 生成 (8-Bromo-2-methylquinolin-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