ethyl 6,7,8-trifluoro-1,4-dihydro-1-<(1-hydroxymethyl)cyclopropyl>-4-oxo-3-quinolinecarboxylate | 113211-50-0

• 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: ethyl 6,7,8-trifluoro-1,4-dihydro-1-<(1-hydroxymethyl)cyclopropyl>-4-oxo-3-quinolinecarboxylate
• 英文别名: ethyl 6,7,8-trifluoro-1-[1-(hydroxymethyl)cyclopropyl]-4-oxoquinoline-3-carboxylate
• CAS: 113211-50-0
• 化学式: C₁₆H₁₄F₃NO₄
• 分子量: 341.287
• InChiKey: DBUVKKPSQDGJKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.08
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  68.53
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 6,7,8-trifluoro-1,4-dihydro-1-<(1-hydroxymethyl)cyclopropyl>-4-oxo-3-quinolinecarboxylate 在 potassium carbonate 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 9',10'-difluoro-7'-oxospiro-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
• 作为产物：
  描述：

  左氧氟单酯 在 乙酸酐 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.75h， 生成 ethyl 6,7,8-trifluoro-1,4-dihydro-1-<(1-hydroxymethyl)cyclopropyl>-4-oxo-3-quinolinecarboxylate
  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：——