| 122949-39-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• CAS: 122949-39-7
• 化学式: C₅₄H₅₃F₃N₈O₈S₂
• 分子量: 1063.19
• InChiKey: HDDBXILUZUHJPV-RAGGVPCOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.06
• 重原子数：
  75.0
• 可旋转键数：
  16.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  177.0
• 氢给体数：
  2.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  在 1,2-乙二硫醇 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 以37%的产率得到<6R-<6α,7β(Z)>>-7-<<(2-amino-4-thiazolyl)(methoxyimino)acetyl>amino>-3-<<<<6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinyl>carbonyl>oxy>methyl>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid monos.
  参考文献：
  名称：

  Cephalosporin 3'-quinolone esters with a dual mode of action

  摘要：

  According to the generally accepted mechanism by which bacterial enzymes react with cephalosporins, opening of the beta-lactam ring can lead to the expulsion of a 3'-substituent. A series of dual-action cephalosporins was prepared in which antibacterial quinolones were linked to the cephalosporin 3'-position through an ester bond in the expectation that, in addition to exerting their own beta-lactam activity, these cephalosporins would act as prodrugs for the second antibacterial agent. Compared to parent cephalosporins in which the 3'-substituent was acetoxy, the bifunctional cephalosporins exhibited a broadened antibacterial spectrum, suggesting that a dual mode of action may indeed be operative.

  DOI：

  10.1021/jm00163a013
• 作为产物：
  描述：

  <6R-<6α,7β(Z)>>-7-<<(2-tritylamino-4-thiazolyl)(methoxyimino)acetyl>amino>-3-(iodomethyl)-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid tert-butyl ester 、 6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid potassium salt 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以41%的产率得到
  参考文献：
  名称：

  Cephalosporin 3'-quinolone esters with a dual mode of action

  摘要：

  According to the generally accepted mechanism by which bacterial enzymes react with cephalosporins, opening of the beta-lactam ring can lead to the expulsion of a 3'-substituent. A series of dual-action cephalosporins was prepared in which antibacterial quinolones were linked to the cephalosporin 3'-position through an ester bond in the expectation that, in addition to exerting their own beta-lactam activity, these cephalosporins would act as prodrugs for the second antibacterial agent. Compared to parent cephalosporins in which the 3'-substituent was acetoxy, the bifunctional cephalosporins exhibited a broadened antibacterial spectrum, suggesting that a dual mode of action may indeed be operative.

  DOI：

  10.1021/jm00163a013