1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-[3-ethoxycarbonylpropyl]-1-piperazinyl)-3-quinolinecarboxylic acid

• 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: 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-[3-ethoxycarbonylpropyl]-1-piperazinyl)-3-quinolinecarboxylic acid
• 英文别名: 7-[4-(4-Ethoxy-4-oxobutyl)piperazin-1-yl]-1-ethyl-6-fluoro-4-oxoquinoline-3-carboxylic acid
• 化学式: C₂₂H₂₈FN₃O₅
• 分子量: 433.48
• InChiKey: JRWVSYUBQGVEFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  90.4
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-[3-ethoxycarbonylpropyl]-1-piperazinyl)-3-quinolinecarboxylic acid 在 一水合肼 作用下， 以 水 为溶剂， 反应 2.0h， 以82%的产率得到1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-[3-hydrazinocarbonylpropyl]-1-piperazinyl)-3-quinolinecarboxylic acid hydrazinium salt
  参考文献：
  名称：

  New Carbohydrate Derivatives of Norfloxacin

  摘要：

  New classes of sugar derivatives of the antibacterial drug norfloxacin (1) were synthesized by substituting the N-4' of the piperazinyl moiety of the molecule. Direct coupling with gluco- and galactopyranosyl units afforded glycosylamines 2-5. Introduction of urea or thiourea linkage between glycosyl and norfloxacin units was produced with the corresponding glycosyl isocyanates or isothiocyanates. For the synthesis of unprotected sugar urea compounds, a new approach was applied by using 1,2-N, O-carbonyl-beta-D-glycopyranoses. Hydrazinocarbonyl-methyl- and -propyl spacers also were found appropriate for linking norfloxacin with sugar units.

  DOI：

  10.1081/car-200049410
• 作为产物：
  描述：

  4-溴丁酸乙酯 、 诺氟沙星 在 potassium hydrogencarbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以69%的产率得到1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-[3-ethoxycarbonylpropyl]-1-piperazinyl)-3-quinolinecarboxylic acid
  参考文献：
  名称：

  New Carbohydrate Derivatives of Norfloxacin

  摘要：

  New classes of sugar derivatives of the antibacterial drug norfloxacin (1) were synthesized by substituting the N-4' of the piperazinyl moiety of the molecule. Direct coupling with gluco- and galactopyranosyl units afforded glycosylamines 2-5. Introduction of urea or thiourea linkage between glycosyl and norfloxacin units was produced with the corresponding glycosyl isocyanates or isothiocyanates. For the synthesis of unprotected sugar urea compounds, a new approach was applied by using 1,2-N, O-carbonyl-beta-D-glycopyranoses. Hydrazinocarbonyl-methyl- and -propyl spacers also were found appropriate for linking norfloxacin with sugar units.

  DOI：

  10.1081/car-200049410

文献信息

• New Carbohydrate Derivatives of Norfloxacin
  作者：Virág Zsoldos‐Mády、Pál Sohár、József Kovács、István Pintér、Zoltán Szakács

  DOI：10.1081/car-200049410

  日期：2005.1

  New classes of sugar derivatives of the antibacterial drug norfloxacin (1) were synthesized by substituting the N-4' of the piperazinyl moiety of the molecule. Direct coupling with gluco- and galactopyranosyl units afforded glycosylamines 2-5. Introduction of urea or thiourea linkage between glycosyl and norfloxacin units was produced with the corresponding glycosyl isocyanates or isothiocyanates. For the synthesis of unprotected sugar urea compounds, a new approach was applied by using 1,2-N, O-carbonyl-beta-D-glycopyranoses. Hydrazinocarbonyl-methyl- and -propyl spacers also were found appropriate for linking norfloxacin with sugar units.