<6R-<6α,7β(Z)>>-1-<<7-<<(2-amino-4-thiazolyl)(methoxyimino)acetyl>amino>-2-carboxy-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl>methyl>-4-<3-carboxy-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl>-1-methylpiperazinium iodide | 132296-82-3

• 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-<6α,7β(Z)>>-1-<<7-<<(2-amino-4-thiazolyl)(methoxyimino)acetyl>amino>-2-carboxy-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl>methyl>-4-<3-carboxy-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl>-1-methylpiperazinium iodide
• 英文别名: (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[[4-(3-carboxy-1-ethyl-6-fluoro-4-oxoquinolin-7-yl)-1-methylpiperazin-1-ium-1-yl]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;iodide
• CAS: 132296-82-3
• 化学式: C₃₁H₃₄FN₈O₈S₂*I
• 分子量: 856.695
• InChiKey: WUNANRUPVUGFDP-NYDDOCFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.04
• 重原子数：
  51
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  262
• 氢给体数：
  4
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  培氟沙星 在 四氢呋喃 、 甲醇 作用下， 以 乙腈 为溶剂， 反应 3.0h， 生成 <6R-<6α,7β(Z)>>-1-<<7-<<(2-amino-4-thiazolyl)(methoxyimino)acetyl>amino>-2-carboxy-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-en-3-yl>methyl>-4-<3-carboxy-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl>-1-methylpiperazinium iodide
  参考文献：
  名称：

  Dual-action cephalosporins: cephalosporin 3'-quaternary ammonium quinolones

  摘要：

  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.

  DOI：

  10.1021/jm00106a031

文献信息

• Cephalosporinderivate
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP0335297B1

  公开（公告）日：1996-03-13
• US5329002A
  申请人：——

  公开号：US5329002A

  公开（公告）日：1994-07-12
• 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.