rac-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-1-piperazinyl>carbonyl>oxy>methyl>-7-oxo-4-thia-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid allyl ester | 140928-32-1

• 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: rac-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-1-piperazinyl>carbonyl>oxy>methyl>-7-oxo-4-thia-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid allyl ester
• 英文别名: 1-cyclopropyl-6-fluoro-4-oxo-7-[4-[(7-oxo-2-prop-2-enoxycarbonyl-4-thia-1-azabicyclo[3.2.0]hept-2-en-3-yl)methoxycarbonyl]piperazin-1-yl]quinoline-3-carboxylic acid
• CAS: 140928-32-1
• 化学式: C₂₈H₂₇FN₄O₈S
• 分子量: 598.609
• InChiKey: PTGKUEHHCKTCHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  42.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  138.69
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  rac-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-1-piperazinyl>carbonyl>oxy>methyl>-7-oxo-4-thia-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid allyl ester 在 四(三苯基膦)钯 、 三苯基膦 、 sodium 2-ethylhexanoic acid 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 0.67h， 以13%的产率得到rac-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-1-piperazinyl>carbonyl>oxy>methyl>-7-oxo-4-thia-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid monosodium salt
  参考文献：
  名称：

  Dual-action penems and carbapenems

  摘要：

  Two new series of dual-action antibacterial agents were synthesized in which penems and carbapenems were linked at the 2'-position to quinolones through either an ester or a carbamate moiety. Potent, broad-spectrum antibacterial activity was observed for both classes of compounds, indicative of a dual-mode of action.

  DOI：

  10.1021/jm00088a019
• 作为产物：
  描述：

  环丙沙星 以 二氯甲烷 为溶剂， 反应 4.17h， 生成 rac-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-1-piperazinyl>carbonyl>oxy>methyl>-7-oxo-4-thia-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid allyl ester
  参考文献：
  名称：

  Dual-action penems and carbapenems

  摘要：

  Two new series of dual-action antibacterial agents were synthesized in which penems and carbapenems were linked at the 2'-position to quinolones through either an ester or a carbamate moiety. Potent, broad-spectrum antibacterial activity was observed for both classes of compounds, indicative of a dual-mode of action.

  DOI：

  10.1021/jm00088a019