<4S,5R,6S(R)>-1-cyclopropyl-6-fluoro-1,4-dihydro-7-<4-<<<4-methyl-7-oxo-2-<(2-propenoxy)carbonyl>-6-<1-<<(2-propenoxy)carbonyl>oxy>ethyl>-1-azabicyclo<3.2.0>hept-2-en-3-yl>methoxy>carbonyl>-1-piperazinyl>-4-oxo-3-quinolinecarboxylic acid | 140928-21-8

• 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: <4S,5R,6S(R)>-1-cyclopropyl-6-fluoro-1,4-dihydro-7-<4-<<<4-methyl-7-oxo-2-<(2-propenoxy)carbonyl>-6-<1-<<(2-propenoxy)carbonyl>oxy>ethyl>-1-azabicyclo<3.2.0>hept-2-en-3-yl>methoxy>carbonyl>-1-piperazinyl>-4-oxo-3-quinolinecarboxylic acid
• CAS: 140928-21-8
• 化学式: C₃₆H₃₉FN₄O₁₁
• 分子量: 722.724
• InChiKey: DMHHUIPHGVXALU-MCABRNPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  52.0
• 可旋转键数：
  12.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  174.22
• 氢给体数：
  1.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  <4S,5R,6S(R)>-1-cyclopropyl-6-fluoro-1,4-dihydro-7-<4-<<<4-methyl-7-oxo-2-<(2-propenoxy)carbonyl>-6-<1-<<(2-propenoxy)carbonyl>oxy>ethyl>-1-azabicyclo<3.2.0>hept-2-en-3-yl>methoxy>carbonyl>-1-piperazinyl>-4-oxo-3-quinolinecarboxylic acid 在 四(三苯基膦)钯 、 2-乙基-己酸稀土盐 、 potassium 2-ethylhexanoate 、 三苯基膦 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 1.17h， 以68%的产率得到<4S,5R,6S(R)>-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)piperazinyl>carbonyl>oxy>methyl>-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid potassium 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 1.67h， 生成 <4S,5R,6S(R)>-1-cyclopropyl-6-fluoro-1,4-dihydro-7-<4-<<<4-methyl-7-oxo-2-<(2-propenoxy)carbonyl>-6-<1-<<(2-propenoxy)carbonyl>oxy>ethyl>-1-azabicyclo<3.2.0>hept-2-en-3-yl>methoxy>carbonyl>-1-piperazinyl>-4-oxo-3-quinolinecarboxylic acid
  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