ethyl 1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-5-(1-pyrrolidinyl)-3-quinolinecarboxylate | 119877-63-3

• 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: ethyl 1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-5-(1-pyrrolidinyl)-3-quinolinecarboxylate
• CAS: 119877-63-3
• 化学式: C₁₈H₁₉F₃N₂O₃
• 分子量: 368.356
• InChiKey: PZEBMQUXQNFQSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.22
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  51.54
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  四氢吡咯 、 1-Ethyl-5,6,7,8-tetrafluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, ethyl ester 在 吡啶 作用下， 反应 4.0h， 以66%的产率得到ethyl 1-ethyl-6,8-difluoro-1,4-dihydro-4-oxo-5,7-bis(1-pyrrolidinyl)-3-quinolinecarboxylate
  参考文献：
  名称：

  Synthesis of novel 5-fluoro analogs of norfloxacin and ciprofloxacin

  摘要：

  A series of polyfluoro-3-quinolonecarboxylic acids have been synthesized and their in vitro antibacterial activity evaluated. The desired 7-(substituted amino) derivatives were prepared from the 5,6,7,8-tetrafluoroquinolone acids. Conversely, amine displacement occurred primarily at the 5-position when the ester was used. Structure-activity studies indicated that the antibacterial activity was greatest when the N-1 substituent was cyclopropyl and the 7-substituent was 4-methyl-1-piperazinyl. All 5-(substituted amino) derivatives showed poor in vitro activity.

  DOI：

  10.1021/jm00126a028