rac-<2R,3S(R)>-2-<3-<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)piperazinyl>carbonyl>oxy>-2-oxopropyl>-3-<1-<<(2,2,2-trichloroethoxy)carbonyl>oxy>ethyl>-4-oxo-α-(triphenylphosphoranylidene)azetidine-1-acetic acid 2,2-dimethy. | 138423-49-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: rac-<2R,3S(R)>-2-<3-<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)piperazinyl>carbonyl>oxy>-2-oxopropyl>-3-<1-<<(2,2,2-trichloroethoxy)carbonyl>oxy>ethyl>-4-oxo-α-(triphenylphosphoranylidene)azetidine-1-acetic acid 2,2-dimethy.
• 英文别名: 1-cyclopropyl-7-[4-[3-[(2R,3S)-1-[2-(2,2-dimethylpropanoyloxymethoxy)-2-oxo-1-(triphenyl-λ5-phosphanylidene)ethyl]-4-oxo-3-[(1R)-1-(2,2,2-trichloroethoxycarbonyloxy)ethyl]azetidin-2-yl]-2-oxopropoxy]carbonylpiperazin-1-yl]-6-fluoro-4-oxoquinoline-3-carboxylic acid
• CAS: 138423-49-1
• 化学式: C₅₅H₅₅Cl₃FN₄O₁₄P
• 分子量: 1152.39
• InChiKey: XXJWSGCOZJOKNY-MTCRZSKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.34
• 重原子数：
  78.0
• 可旋转键数：
  17.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  217.59
• 氢给体数：
  1.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  rac-<2R,3S(R)>-2-<3-<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)piperazinyl>carbonyl>oxy>-2-oxopropyl>-3-<1-<<(2,2,2-trichloroethoxy)carbonyl>oxy>ethyl>-4-oxo-α-(triphenylphosphoranylidene)azetidine-1-acetic acid 2,2-dimethy. 在 吡啶 、 氟化铵 、 sodium hydroxide 、 溶剂黄146 、 锌 作用下， 以 甲醇 、 二氯甲烷 、 二甲基亚砜 、 甲苯 为溶剂， 反应 27.58h， 生成 rac-<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)-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate sodium 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：

  rac-<2R,3S(R)>-2-(3-bromo-2-oxopropyl)-3-<1-<<(2,2,2-trichloroethoxy)carbonyl>oxy>ethyl>-4-oxo-α-(triphenylphosphoranylidene)azetidine-1-acetic acid (2,2-dimethyl-1-oxopropoxy)methyl ester 在 碳酸氢钠 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 6.83h， 生成 rac-<2R,3S(R)>-2-<3-<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)piperazinyl>carbonyl>oxy>-2-oxopropyl>-3-<1-<<(2,2,2-trichloroethoxy)carbonyl>oxy>ethyl>-4-oxo-α-(triphenylphosphoranylidene)azetidine-1-acetic acid 2,2-dimethy.
  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