ethyl 4-benzoyloxy-6-fluoro-2-mercapto-7-phenylquinoline-3-carboxylate | 256954-21-9

• 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: ethyl 4-benzoyloxy-6-fluoro-2-mercapto-7-phenylquinoline-3-carboxylate
• 英文别名: ethyl 4-benzoyloxy-6-fluoro-7-phenyl-2-sulfanylidene-1H-quinoline-3-carboxylate
• CAS: 256954-21-9
• 化学式: C₂₅H₁₈FNO₄S
• 分子量: 447.487
• InChiKey: DNHIWKPKTOHFDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.73
• 重原子数：
  32.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  65.49
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl 4-benzoyloxy-6-fluoro-2-mercapto-7-phenylquinoline-3-carboxylate 在 磺酰氯 、 水 、 碳酸氢钠 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 ethyl 6-fluoro-1-fluoromethyl-4-oxo-7-phenyl-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate
  参考文献：
  名称：

  Synthesis and Antibacterial Activity of Novel 7-Substituted 6-Fluoro-1-methylene-4-oxo-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic Acid Derivatives

  摘要：

  A series of 7-substituted 6-fluoro-1-methylene-4-oxo-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid derivatives (2) and (3) was prepared and evaluated for antibacterial activity. These compounds were obtained by the treatment of the 1-methanesulfonyloxymethyl or 1-fluoromethyl thiazetoquinolone-3-carboxylates (12, 14 and 20) with potassium hydroxide. Compounds (2) and (3) showed excellent in vitro antibacterial activity against both gram-negative and gram-positive bacteria including quinolone and Methicillin-resistant Staphylococcus aureus.

  DOI：

  10.3987/com-99-8712
• 作为产物：
  描述：

  ethyl 4-benzoyloxy-6-fluoro-2-(methoxymethylthio)-7-phenylquinoline-3-carboxylate 在 盐酸 作用下， 以 乙醇 为溶剂， 以93%的产率得到ethyl 4-benzoyloxy-6-fluoro-2-mercapto-7-phenylquinoline-3-carboxylate
  参考文献：
  名称：

  Synthesis and Antibacterial Activity of Novel 7-Substituted 6-Fluoro-1-methylene-4-oxo-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic Acid Derivatives

  摘要：

  A series of 7-substituted 6-fluoro-1-methylene-4-oxo-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acid derivatives (2) and (3) was prepared and evaluated for antibacterial activity. These compounds were obtained by the treatment of the 1-methanesulfonyloxymethyl or 1-fluoromethyl thiazetoquinolone-3-carboxylates (12, 14 and 20) with potassium hydroxide. Compounds (2) and (3) showed excellent in vitro antibacterial activity against both gram-negative and gram-positive bacteria including quinolone and Methicillin-resistant Staphylococcus aureus.

  DOI：

  10.3987/com-99-8712