rac-<2R,3S(R)>-6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid <<3-<1-<(trimethylsilyl)oxy>ethyl>-1-<2-<(2,2-dimethyl-1-oxopropoxy)methoxy>-2-oxo-1-(triphenylphosphoranylidene)etyl>-4-oxo-2-azeti.>> | 140928-19-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: rac-<2R,3S(R)>-6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid <<3-<1-<(trimethylsilyl)oxy>ethyl>-1-<2-<(2,2-dimethyl-1-oxopropoxy)methoxy>-2-oxo-1-(triphenylphosphoranylidene)etyl>-4-oxo-2-azeti.>>
• 英文别名: [3-[(2R,3S)-1-[2-(2,2-dimethylpropanoyloxymethoxy)-2-oxo-1-(triphenyl-lambda5-phosphanylidene)ethyl]-4-oxo-3-[(1R)-1-trimethylsilyloxyethyl]azetidin-2-yl]-2-oxopropyl] 6,8-difluoro-1-(2-fluoroethyl)-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylate；[3-[(2R,3S)-1-[2-(2,2-dimethylpropanoyloxymethoxy)-2-oxo-1-(triphenyl-λ5-phosphanylidene)ethyl]-4-oxo-3-[(1R)-1-trimethylsilyloxyethyl]azetidin-2-yl]-2-oxopropyl] 6,8-difluoro-1-(2-fluoroethyl)-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylate
• CAS: 140928-19-4
• 化学式: C₅₄H₆₂F₃N₄O₁₀PSi
• 分子量: 1043.16
• InChiKey: MQWSGRTXDJHDBC-FEHRDHPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  73
• 可旋转键数：
  22
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  152
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  rac-<2R,3S(R)>-6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid <<3-<1-<(trimethylsilyl)oxy>ethyl>-1-<2-<(2,2-dimethyl-1-oxopropoxy)methoxy>-2-oxo-1-(triphenylphosphoranylidene)etyl>-4-oxo-2-azeti.>> 在 氟化铵 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 91.25h， 生成 rac-<5R,6S(R)>-3-<<<<6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinyl>carbonyl>oxy>methyl>-6-(1-hydroxyethyl)-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylic acid (2,2-dimethyl-1-oxopropoxy)methyl 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
• 作为产物：
  描述：

  6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid potassium salt 在 吡啶 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 39.0h， 生成 rac-<2R,3S(R)>-6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid <<3-<1-<(trimethylsilyl)oxy>ethyl>-1-<2-<(2,2-dimethyl-1-oxopropoxy)methoxy>-2-oxo-1-(triphenylphosphoranylidene)etyl>-4-oxo-2-azeti.>>
  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

文献信息

• Dual-action penems and carbapenems
  作者：Alfred J. Corraz、Scott L. Dax、Norma K. Dunlap、Nafsika H. Georgopapadakou、Dennis D. Keith、David L. Pruess、Pamela L. Rossman、Rudolf Then、Joel Unowsky、Chung Chen Wei

  DOI：10.1021/jm00088a019

  日期：1992.5

  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.