1-ethyl-6,8-difluoro-1,4-dihydro-4-oxo-5,7-bis(1-pyrrolidinyl)-3-quinolinecarboxylic acid | 119877-67-7

• 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: 1-ethyl-6,8-difluoro-1,4-dihydro-4-oxo-5,7-bis(1-pyrrolidinyl)-3-quinolinecarboxylic acid
• 英文别名: 1-Ethyl-6,8-difluoro-4-oxo-5,7-dipyrrolidin-1-ylquinoline-3-carboxylic acid
• CAS: 119877-67-7
• 化学式: C₂₀H₂₃F₂N₃O₃
• 分子量: 391.418
• InChiKey: UPZXCWYGVSMFOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  64.1
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1-Ethyl-5,6,7,8-tetrafluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, ethyl ester 在 吡啶 、 盐酸 作用下， 反应 22.0h， 生成 1-ethyl-6,8-difluoro-1,4-dihydro-4-oxo-5,7-bis(1-pyrrolidinyl)-3-quinolinecarboxylic acid
  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

文献信息

• Synthesis of novel 5-fluoro analogs of norfloxacin and ciprofloxacin
  作者：Daniel B. Moran、Carl B. Ziegler、Theresa S. Dunne、Nydia A. Kuck、Yang I Lin

  DOI：10.1021/jm00126a028

  日期：1989.6

  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.