1-ethenyl-6,8-difluoro-7-(N-phenyl-1-piperazinyl)-4(1H)-oxoquinoline-3-carboxylic acid | 1262136-23-1

• 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: 1-ethenyl-6,8-difluoro-7-(N-phenyl-1-piperazinyl)-4(1H)-oxoquinoline-3-carboxylic acid
• 英文别名: 1-ethyl-6,8-difluoro-4-oxo-7-(4-phenylpiperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid；1-Ethyl-6,8-difluoro-4-oxo-7-(4-phenylpiperazin-1-yl)quinoline-3-carboxylic acid
• CAS: 1262136-23-1
• 化学式: C₂₂H₂₁F₂N₃O₃
• 分子量: 413.424
• InChiKey: JPZWWUZHSPGPET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  64.1
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1-乙基-6,7,8-三氟-1,4-二氢-4-氧代-3-喹啉甲酸乙酯 在 盐酸 、 水 作用下， 以 溶剂黄146 、 乙腈 为溶剂， 反应 9.0h， 生成 1-ethenyl-6,8-difluoro-7-(N-phenyl-1-piperazinyl)-4(1H)-oxoquinoline-3-carboxylic acid
  参考文献：
  名称：

  Synthesis and antibacterial evaluation of novel 8-fluoro Norfloxacin derivatives as potential probes for methicillin and vancomycin-resistant Staphylococcus aureus

  摘要：

  A series of novel 8-fluoro Norfloxacin derivatives and the hybrids of its piperazinyl derivatives incorporated with 1,3,5-triazine and pyrimidine were synthesized. All the above compounds were evaluated for their antibacterial activity against Klebsiella pneumoniae, methicillin-resistant Staphylococcus aureus and methicillin & vancomycin-resistant S. aureus. Among all, compounds having Morpholine, N-methyl/phenyl/benzyl/pyrimidinyl piperazines and n-butylamine substitution at C-7 position, have shown increased potency in comparison to norfloxacin and ciprofloxacin. (c) 2011 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2011.01.044

文献信息

• Synthesis and in vitro antimicrobial evaluation of novel fluoroquinolone derivatives
  作者：Shanmugam Srinivasan、Raja Mohmed Beema Shafreen、Paramasivam Nithyanand、Paramasivam Manisankar、Shunmugiah Karutha Pandian

  DOI：10.1016/j.ejmech.2010.09.036

  日期：2010.12

  A series of 1-ethyl-6,8-difluoro-4-oxo-7(4-aryl piperazin-1-yl) 1,4-dihydro-quinoline-3-carboxylic acid derivatives (6a-f) and 1-ethyl-6,8-difluoro-4-oxo-7(4-piperidin-1-yl) 1,4-dihydro-quinoline-3-carboxylic acid derivatives (7a-e) were synthesized and evaluated for antibacterial and antifungal activities. The antimicrobial activities of the compounds were assessed by the microbroth dilution technique. The compounds were also evaluated for antifungal activity against Candida albicans (ATCC 90028) and Cryptococcous neoformans (ATCC 14116) pathogens. The preliminary in vitro evaluation studies revealed that some of the compounds have promising antimicrobial activities. (C) 2010 Elsevier Masson SAS. All rights reserved.
• Synthesis and antibacterial evaluation of novel 8-fluoro Norfloxacin derivatives as potential probes for methicillin and vancomycin-resistant Staphylococcus aureus
  作者：Naresh Sunduru、Leena Gupta、Kuldeep Chauhan、Nripendra N. Mishra、Praveen K. Shukla、Prem M.S. Chauhan

  DOI：10.1016/j.ejmech.2011.01.044

  日期：2011.4

  A series of novel 8-fluoro Norfloxacin derivatives and the hybrids of its piperazinyl derivatives incorporated with 1,3,5-triazine and pyrimidine were synthesized. All the above compounds were evaluated for their antibacterial activity against Klebsiella pneumoniae, methicillin-resistant Staphylococcus aureus and methicillin & vancomycin-resistant S. aureus. Among all, compounds having Morpholine, N-methyl/phenyl/benzyl/pyrimidinyl piperazines and n-butylamine substitution at C-7 position, have shown increased potency in comparison to norfloxacin and ciprofloxacin. (c) 2011 Published by Elsevier Masson SAS.