1-(2,4-difluorophenyl)-6,8-difluoro-7-(4-methylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid | 105859-18-5

• 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-(2,4-difluorophenyl)-6,8-difluoro-7-(4-methylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
• 英文别名: 1-(2,4-Difluorophenyl)-6,8-difluoro-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
• CAS: 105859-18-5
• 化学式: C₂₁H₁₇F₄N₃O₃
• 分子量: 435.378
• InChiKey: QIRBSFULTGOKSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  64.1
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  ethyl 3-(2,4-difluoroanilino)-2-(2,3,4,5-tetrafluorobenzoyl)acrylate 在 吡啶 、 sodium hydroxide 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 1-(2,4-difluorophenyl)-6,8-difluoro-7-(4-methylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
  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

• 1-Aryl-4-chinolon-3-carbonsäuren
  申请人：BAYER AG

  公开号：EP0201829A1

  公开（公告）日：1986-11-20

  Die Erfindung betrifft neue 1-Aryl-4-chinolon-3-carbonsäuren der Formel (I) in welcher X1, X2 und R die in der Beschreibung angegebene Bedeutung haben, Verfahren zu ihrer Herstellung sowie diese Verbindungen enthaltende antibakterielle Mittel und Futterzusatzstoffe.

  本发明涉及式 (I) 的新 1-芳基-4-喹啉酮-3-羧酸（其中 X1、X2 和 R 具有描述中给出的含义）、其制备工艺以及含有这些化合物的抗菌剂和饲料添加剂。
• 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.