8-Chloro-7-fluoro-2-(2-fluoro-phenyl)-4H-benzo[1,4]thiazin-3-one | 151295-18-0

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 8-Chloro-7-fluoro-2-(2-fluoro-phenyl)-4H-benzo[1,4]thiazin-3-one
• CAS: 151295-18-0
• 化学式: C₁₄H₈ClF₂NOS
• 分子量: 311.739
• InChiKey: CIJLAIRKVMHGGW-UHFFFAOYSA-N

物化性质

• 沸点：
  436.9±45.0 °C(predicted)
• 密度：
  1.464±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  8-Chloro-7-fluoro-2-(2-fluoro-phenyl)-4H-benzo[1,4]thiazin-3-one 在 sodium hydroxide 、 lithium aluminium tetrahydride 、 PPA 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 生成 9-Chloro-8-fluoro-2-(2-fluoro-phenyl)-6-oxo-2,3-dihydro-6H-1-thia-3a-aza-phenalene-5-carboxylic acid
  参考文献：
  名称：

  Quinolinecarboxylic acids. 3. Synthesis and antibacterial evaluation of 2-substituted 7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzothiazine-6-carboxylic acids related to rufloxacin

  摘要：

  A series of 2-substituted-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzothiazine-6-carboxylic acids has been prepared and evaluated for in vitro antibacterial activity. These derivatives were less active than corresponding desmethylated analogues. Among these derivatives, the most active compound 22a was selected for preliminary pharmacokinetics in rats. The pharmacokinetic data indicated that 22a was rapidly absorbed and induced lasting plasma and urinary levels. In comparison with rufloxacin, it was excreted in low quantity in urine; a significant amount of desmethylated piperazinyl urinary metabolite was observed.

  DOI：

  10.1021/jm00074a028
• 作为产物：
  描述：

  rac-α-bromo-2-fluorophenylacetic acid 在 ammonium hydroxide 、 sodium hydroxide 、 iron(II) sulfate 作用下， 以 乙醇 、 水 为溶剂， 反应 11.25h， 生成 8-Chloro-7-fluoro-2-(2-fluoro-phenyl)-4H-benzo[1,4]thiazin-3-one
  参考文献：
  名称：

  Quinolinecarboxylic acids. 3. Synthesis and antibacterial evaluation of 2-substituted 7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzothiazine-6-carboxylic acids related to rufloxacin

  摘要：

  A series of 2-substituted-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de][1,4]benzothiazine-6-carboxylic acids has been prepared and evaluated for in vitro antibacterial activity. These derivatives were less active than corresponding desmethylated analogues. Among these derivatives, the most active compound 22a was selected for preliminary pharmacokinetics in rats. The pharmacokinetic data indicated that 22a was rapidly absorbed and induced lasting plasma and urinary levels. In comparison with rufloxacin, it was excreted in low quantity in urine; a significant amount of desmethylated piperazinyl urinary metabolite was observed.

  DOI：

  10.1021/jm00074a028