4-(3-carboxy-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)-1,1-bis(2-hydroxyethyl)piperazin-1-ium bromide | 1170733-77-3

• 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: 4-(3-carboxy-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)-1,1-bis(2-hydroxyethyl)piperazin-1-ium bromide
• 英文别名: 7-[4,4-Bis(2-hydroxyethyl)piperazin-4-ium-1-yl]-1-ethyl-6-fluoro-4-oxoquinoline-3-carboxylic acid;bromide
• CAS: 1170733-77-3
• 化学式: Br*C₂₀H₂₇FN₃O₅
• 分子量: 488.354
• InChiKey: XJHOILYKBHSCMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.52
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  101
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  诺氟沙星 、 2-溴乙醇 以 乙腈 为溶剂， 以79.88%的产率得到4-(3-carboxy-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)-1,1-bis(2-hydroxyethyl)piperazin-1-ium bromide
  参考文献：
  名称：

  Design, synthesis, antibacterial activity and physicochemical parameters of novel N-4-piperazinyl derivatives of norfloxacin

  摘要：

  We report herein the synthesis of some N-Mannich bases in addition to different N-4 substituents of norfloxacin. The antibacterial activities of the newly synthesized compounds were evaluated and correlated with their physicochemical properties. Results revealed that some of the tested compounds exhibited better inhibitory activities than the reference antibiotic norfloxacin against Pseudomonas aeruginosa, Escherichia coli, Klebsiella pneumonia and Staphylococcus aureus strains. Correlation results showed that there is no single physicochemical parameter that can determine the effect of N-4 piperazinyl group on the activity of these fluoroquinolones, where lipophilicity, molecular mass and electronic factors may influence the activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.04.027

文献信息

• Design, synthesis, antibacterial activity and physicochemical parameters of novel N-4-piperazinyl derivatives of norfloxacin
  作者：Gamal El-Din A.A. Abuo-Rahma、Hatem. A. Sarhan、Gamal F.M. Gad

  DOI：10.1016/j.bmc.2009.04.027

  日期：2009.6

  We report herein the synthesis of some N-Mannich bases in addition to different N-4 substituents of norfloxacin. The antibacterial activities of the newly synthesized compounds were evaluated and correlated with their physicochemical properties. Results revealed that some of the tested compounds exhibited better inhibitory activities than the reference antibiotic norfloxacin against Pseudomonas aeruginosa, Escherichia coli, Klebsiella pneumonia and Staphylococcus aureus strains. Correlation results showed that there is no single physicochemical parameter that can determine the effect of N-4 piperazinyl group on the activity of these fluoroquinolones, where lipophilicity, molecular mass and electronic factors may influence the activity. (C) 2009 Elsevier Ltd. All rights reserved.