2-ethyl-3,4,6-trifluorobenzoic acid | 132233-75-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-ethyl-3,4,6-trifluorobenzoic acid
• CAS: 132233-75-1
• 化学式: C₉H₇F₃O₂
• 分子量: 204.149
• InChiKey: YORTXOZTCZJHQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-ethyl-3,4,6-trifluorobenzoic acid 在 盐酸 、 草酰氯 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醚 、 水 、 乙酸酐 为溶剂， 反应 42.5h， 生成 1-cyclopropyl-5-ethyl-6,7-difluoro-4-oxo-3-quinolinecarboxylic acid
  参考文献：
  名称：

  Synthesis and biological activity of 5-alkyl-1,7,8-trisubstituted-6-fluoroquinoline-3-carboxylic acids

  摘要：

  A series of 5-alkyl-1,7,8-trisubstituted-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids was prepared and evaluated for in vitro and in vivo antibacterial activity. When compared to the 5-hydrogen analogues, the presence of the 5-methyl group enhanced in vitro potency for those compounds containing a cyclopropyl moiety at N1 but decreased potency for those containing an ethyl group at N1. Replacing the 5-methyl with a 5-ethyl significantly reduced the efficacy. In general, the 5-methyl and 5-hydrogen analogues were equipotent in vivo. Several of the 5-methyl-1-cyclopropylquinolones displayed excellent in vitro and in vivo activity, warranting further development.

  DOI：

  10.1021/jm00107a040
• 作为产物：
  描述：

  1-bromo-2,4,5-trifluoro-3-(trimethylsilyl)benzene 在 正丁基锂 、 cesium fluoride 、 lithium diisopropyl amide 作用下， 以 乙腈 为溶剂， 反应 19.58h， 生成 2-ethyl-3,4,6-trifluorobenzoic acid
  参考文献：
  名称：

  Synthesis and biological activity of 5-alkyl-1,7,8-trisubstituted-6-fluoroquinoline-3-carboxylic acids

  摘要：

  A series of 5-alkyl-1,7,8-trisubstituted-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids was prepared and evaluated for in vitro and in vivo antibacterial activity. When compared to the 5-hydrogen analogues, the presence of the 5-methyl group enhanced in vitro potency for those compounds containing a cyclopropyl moiety at N1 but decreased potency for those containing an ethyl group at N1. Replacing the 5-methyl with a 5-ethyl significantly reduced the efficacy. In general, the 5-methyl and 5-hydrogen analogues were equipotent in vivo. Several of the 5-methyl-1-cyclopropylquinolones displayed excellent in vitro and in vivo activity, warranting further development.

  DOI：

  10.1021/jm00107a040

文献信息

• HAGEN, SUSAN E.;DOMAGALA, JOHN M.;HEIFETZ, CARL L.;JOHNSON, JUDITH, J. MED. CHEM., 34,(1991) N, C. 1155-1161
  作者：HAGEN, SUSAN E.、DOMAGALA, JOHN M.、HEIFETZ, CARL L.、JOHNSON, JUDITH

  DOI：——

  日期：——
• Synthesis and biological activity of 5-alkyl-1,7,8-trisubstituted-6-fluoroquinoline-3-carboxylic acids
  作者：Susan E. Hagen、John M. Domagala、Carl L. Heifetz、Judith Johnson

  DOI：10.1021/jm00107a040

  日期：1991.3

  A series of 5-alkyl-1,7,8-trisubstituted-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids was prepared and evaluated for in vitro and in vivo antibacterial activity. When compared to the 5-hydrogen analogues, the presence of the 5-methyl group enhanced in vitro potency for those compounds containing a cyclopropyl moiety at N1 but decreased potency for those containing an ethyl group at N1. Replacing the 5-methyl with a 5-ethyl significantly reduced the efficacy. In general, the 5-methyl and 5-hydrogen analogues were equipotent in vivo. Several of the 5-methyl-1-cyclopropylquinolones displayed excellent in vitro and in vivo activity, warranting further development.