6,7,8-trifluoro-1-(3,4-difluorophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid | 106809-29-4

• 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: 6,7,8-trifluoro-1-(3,4-difluorophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
• 英文别名: 1-(3,4-Difluorophenyl)-6,7,8-trifluoro-4-oxoquinoline-3-carboxylic acid
• CAS: 106809-29-4
• 化学式: C₁₆H₆F₅NO₃
• 分子量: 355.221
• InChiKey: CMKULYYSHMKRFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  6,7,8-trifluoro-1-(3,4-difluorophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid 在 N-甲基吗啉 、 盐酸 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 反应 34.0h， 生成 1-(3,4-Difluoro-phenyl)-6,8-difluoro-7-((S)-3-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid; hydrochloride
  参考文献：
  名称：

  Syntheses of quinolone hydrochloride enantiomers from synthons (R)- and (S)-2-methylpiperazine

  摘要：

  A series of R and S enantiomers of 7-(3-methylpiperazin-l-yl) quinolone derivatives were synthesized from (R)- and (S)tert-butyl 2-methylpiperazine-l-carboxylate and tested for their antibacterial activities on 14 kinds of bacteria. Although no distinct difference in in vitro antibacterial activities was observed, 2-64-fold difference between R and S enantiomers was observed in approximately 52% of cases. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.01.032
• 作为产物：
  描述：

  ethyl 3-ethoxy-2-(2,3,4,5-tetrafluorobenzoyl)acrylate 在 盐酸 、 potassium carbonate 、 溶剂黄146 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 6,7,8-trifluoro-1-(3,4-difluorophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
  参考文献：
  名称：

  Syntheses of quinolone hydrochloride enantiomers from synthons (R)- and (S)-2-methylpiperazine

  摘要：

  A series of R and S enantiomers of 7-(3-methylpiperazin-l-yl) quinolone derivatives were synthesized from (R)- and (S)tert-butyl 2-methylpiperazine-l-carboxylate and tested for their antibacterial activities on 14 kinds of bacteria. Although no distinct difference in in vitro antibacterial activities was observed, 2-64-fold difference between R and S enantiomers was observed in approximately 52% of cases. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.01.032

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。
• ——
  作者：GROHE K.、 ZEILER H. -J.、 METZGER K.

  DOI：——

  日期：——
• 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
• Syntheses of quinolone hydrochloride enantiomers from synthons (R)- and (S)-2-methylpiperazine
  作者：Bo Liu、Chun-Hao Yang、Guang-Yu Xu、Yong-Hong Zhu、Jing-Rong Cui、Xi-Han Wu、Yu-Yuan Xie

  DOI：10.1016/j.bmc.2005.01.032

  日期：2005.4

  A series of R and S enantiomers of 7-(3-methylpiperazin-l-yl) quinolone derivatives were synthesized from (R)- and (S)tert-butyl 2-methylpiperazine-l-carboxylate and tested for their antibacterial activities on 14 kinds of bacteria. Although no distinct difference in in vitro antibacterial activities was observed, 2-64-fold difference between R and S enantiomers was observed in approximately 52% of cases. (c) 2005 Elsevier Ltd. All rights reserved.