9-fluoro-2,3-dihydro-3,3-dimethyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid | 107359-24-0

• 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: 9-fluoro-2,3-dihydro-3,3-dimethyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid
• 英文别名: 7-Fluoro-2,2-dimethyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid
• CAS: 107359-24-0
• 化学式: C₁₉H₂₂FN₃O₄
• 分子量: 375.4
• InChiKey: WFWTZOCEGWFAJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  73.3
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  ethyl 3-ethoxy-2-(2,3,4,5-tetrafluorobenzoyl)acrylate 在 氢氧化钾 、 水 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 反应 9.08h， 生成 9-fluoro-2,3-dihydro-3,3-dimethyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid
  参考文献：
  名称：

  Synthesis and bacterial DNA gyrase inhibitory properties of a spirocyclopropylquinolone derivative

  摘要：

  A novel conformationally restricted 1-cyclopropylquinolone (1) that incorporates structural features of both ofloxacin and ciprofloxacin has been prepared. Compound 1 was found to be a DNA gyrase inhibitor having potency similar to ofloxacin but less than ciprofloxacin. The cellular inhibitory and in vivo antibacterial potencies of 1 were found to be less than those of the two reference agents.

  DOI：

  10.1021/jm00117a005

文献信息

• WENTLAND, MARK P.;PERNI, ROBERT B.;DORFF, PETER H.;RAKE, JAMES B., J. MED. CHEM., 31,(1988) N 9, C. 1694-1697
  作者：WENTLAND, MARK P.、PERNI, ROBERT B.、DORFF, PETER H.、RAKE, JAMES B.

  DOI：——

  日期：——
• Synthesis and bacterial DNA gyrase inhibitory properties of a spirocyclopropylquinolone derivative
  作者：Mark P. Wentland、Robert B. Perni、Peter H. Dorff、James B. Rake

  DOI：10.1021/jm00117a005

  日期：1988.9

  A novel conformationally restricted 1-cyclopropylquinolone (1) that incorporates structural features of both ofloxacin and ciprofloxacin has been prepared. Compound 1 was found to be a DNA gyrase inhibitor having potency similar to ofloxacin but less than ciprofloxacin. The cellular inhibitory and in vivo antibacterial potencies of 1 were found to be less than those of the two reference agents.