Sodium; 1-ethyl-6-fluoro-4-oxo-7-pyrrolidin-1-yl-1,4-dihydro-quinoline-3-carboxylate | 122949-48-8

• 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: Sodium; 1-ethyl-6-fluoro-4-oxo-7-pyrrolidin-1-yl-1,4-dihydro-quinoline-3-carboxylate
• 英文别名: Sodium;1-ethyl-6-fluoro-4-oxo-7-pyrrolidin-1-ylquinoline-3-carboxylate
• CAS: 122949-48-8
• 化学式: C₁₆H₁₆FN₂O₃*Na
• 分子量: 326.303
• InChiKey: QZXUQEURZVMGOK-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.87
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Sodium; 1-ethyl-6-fluoro-4-oxo-7-pyrrolidin-1-yl-1,4-dihydro-quinoline-3-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 (6R-trans)-3-<<<<1-ethyl-6-fluoro-1,4-dihydro-7-(1-pyrrolidinyl)-4-oxoquinolin-3-yl>carbonyl>oxy>methyl>-7-<(phenoxyacetyl)amino>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid
  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

文献信息

• ALBRECHT, HARRY A.;BESKID, GEORGE;CHAN, KA-KONG;CHRISTENSON, JAMES G.;CLE+, J. MED. CHEM., 33,(1990) N, C. 77-86
  作者：ALBRECHT, HARRY A.、BESKID, GEORGE、CHAN, KA-KONG、CHRISTENSON, JAMES G.、CLE+

  DOI：——

  日期：——
• US5147871A
  申请人：——

  公开号：US5147871A

  公开（公告）日：1992-09-15
• Cephalosporin 3'-quinolone esters with a dual mode of action
  作者：Harry A. Albrecht、George Beskid、Ka Kong Chan、James G. Christenson、Roy Cleeland、Kenneth H. Deitcher、Nafsika H. Georgopapadakou、Dennis D. Keith、David L. Pruess

  DOI：10.1021/jm00163a013

  日期：1990.1

  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.