1-(4-fluorophenyl)-6,8-difluoro-7-(3-aminopyrrolidin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride | 105859-13-0

• 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-(4-fluorophenyl)-6,8-difluoro-7-(3-aminopyrrolidin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride
• 英文别名: 7-(3-Aminopyrrolidin-1-yl)-6,8-difluoro-1-(4-fluorophenyl)-4-oxoquinoline-3-carboxylic acid;hydrochloride
• CAS: 105859-13-0
• 化学式: C₂₀H₁₆F₃N₃O₃*ClH
• 分子量: 439.821
• InChiKey: RNVRKKBUYDDGGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.07
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  86.9
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  ethyl 1-(4-fluorophenyl)-6,7,8-trifluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylate 在 吡啶 、 盐酸 作用下， 反应 12.0h， 生成 1-(4-fluorophenyl)-6,8-difluoro-7-(3-aminopyrrolidin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride
  参考文献：
  名称：

  Synthesis and structure-activity relationship of 1-aryl-6,8-difluoroquinolone antibacterial agents

  摘要：

  A series of new arylfluoroquinolones has been prepared. These derivatives are characterized by having fluorine atoms at the 6- and 8-positions, substituted amino groups at the 7-position, and substituted phenyl groups at the 1-position. The in vitro antibacterial potency is greatest when the 1-substituent is 2,4-difluorophenyl and the 7-substituent is a 3-amino-1-pyrrolidinyl group. 1-(4-Fluorophenyl)-6,8-difluoro-7-piperazin-1-yl-1,4-dihydro-4-oxo quinoline-3- carboxylic acid (22) was found to possess excellent in vitro potency and in vivo efficacy.

  DOI：

  10.1021/jm00386a011

文献信息

• US4981854A
  申请人：——

  公开号：US4981854A

  公开（公告）日：1991-01-01
• US4980353A
  申请人：——

  公开号：US4980353A

  公开（公告）日：1990-12-25
• Synthesis and structure-activity relationship of 1-aryl-6,8-difluoroquinolone antibacterial agents
  作者：Daniel T. W. Chu、Prabhavathi B. Fernandes、Robert E. Maleczka、Carl W. Nordeen、Andre G. Pernet

  DOI：10.1021/jm00386a011

  日期：1987.3

  A series of new arylfluoroquinolones has been prepared. These derivatives are characterized by having fluorine atoms at the 6- and 8-positions, substituted amino groups at the 7-position, and substituted phenyl groups at the 1-position. The in vitro antibacterial potency is greatest when the 1-substituent is 2,4-difluorophenyl and the 7-substituent is a 3-amino-1-pyrrolidinyl group. 1-(4-Fluorophenyl)-6,8-difluoro-7-piperazin-1-yl-1,4-dihydro-4-oxo quinoline-3- carboxylic acid (22) was found to possess excellent in vitro potency and in vivo efficacy.