7-Chloro-1-(4-fluoro-phenyl)-6-(4-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid | 211236-46-3

• 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: 7-Chloro-1-(4-fluoro-phenyl)-6-(4-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
• 英文别名: 9Tse2Y7pcg；7-chloro-1-(4-fluorophenyl)-6-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
• CAS: 211236-46-3
• 化学式: C₂₁H₁₉ClFN₃O₃
• 分子量: 415.852
• InChiKey: YZLGVYGDTFRLRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  65.78
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  N-甲基哌嗪 、 Diacetyloxyboranyl 7-chloro-6-fluoro-1-(4-fluorophenyl)-4-oxoquinoline-3-carboxylate 在 sodium hydroxide 作用下， 生成 双氟沙星 、 7-Chloro-1-(4-fluoro-phenyl)-6-(4-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
  参考文献：
  名称：

  Regioselective Nucleophilic Substitution of Halogen Derivatives of 1-Substituted 4-Oxo-1,4-dihydroquinoline-3-carboxylic Acids

  摘要：

  The rate of the nucleophilic displacement of the fluoro atom of 7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate could be enhanced either by the introduction of further fluoro atom(s) into position(s) 6 and/or 8, or by the formation of a boron chelate (e.g. 3). The regioselectivity of the nucleophilic substitution of the chloro atom in 1-substituted 6-fluoro-7-chloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acids could also be enhanced by the formation of a boron chelate (e.g. 7).

  DOI：

  10.3987/com-98-8143