(6R-trans)-7-(formylamino)-3-(iodomethyl)-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid 1,1-dimethylethyl ester | 122949-51-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: (6R-trans)-7-(formylamino)-3-(iodomethyl)-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid 1,1-dimethylethyl ester
• 英文别名: tert-butyl (6R,7R)-7-formamido-3-(iodomethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 122949-51-3
• 化学式: C₁₃H₁₇IN₂O₄S
• 分子量: 424.259
• InChiKey: UJPODAWAUPPHRS-LDYMZIIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (6R-trans)-7-(formylamino)-3-(iodomethyl)-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid 1,1-dimethylethyl ester 、 Trimethylsilyl 6,8-difluoro-1-(2-fluoroethyl)-7-(4-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylate 生成 tert-butyl (6R,7R)-3-[[4-[6,8-difluoro-1-(2-fluoroethyl)-4-oxo-3-trimethylsilyloxycarbonylquinolin-7-yl]-1-methylpiperazin-1-ium-1-yl]methyl]-7-formamido-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;iodide
  参考文献：
  名称：

  ALBRECHT, HARRY A.;BESKID, GEORGE;CHRISTENSON, JAMES G.;DURKIN, JOANNE W.+, J. MED. CHEM., 34,(1991) N, C. 669-675

  摘要：

  DOI：

文献信息

• Dual-action cephalosporins: cephalosporin 3'-quaternary ammonium quinolones
  作者：Harry A. Albrecht、George Beskid、James G. Christenson、Joanne W. Durkin、Virve Fallat、Nafsika H. Georgopapadakou、Dennis D. Keith、Frederick M. Konzelmann、Ellen R. Lipschitz

  DOI：10.1021/jm00106a031

  日期：1991.2

  When cephalosporins exert their biological activity by reacting with bacterial enzymes, opening of the beta-lactam ring can lead to expulsion of the 3'-substituent. A series of cephalosporins was prepared in which antibacterial quinolones were linked to the 3'-position through a quaternary nitrogen. Like the 3'-ester-linked dual-action cephalosporins reported earlier, these compounds demonstrated a broad spectrum of antibacterial activity derived from cephalosporin-like and quinolone-like components, suggesting a dual mode of action.
• US4113591A
  申请人：——

  公开号：US4113591A

  公开（公告）日：1978-09-12