1-cyclopropyl-6-fluoro-1,4-dihydro-7-[4-(4-nitrobenzyl)piperazin-1-yl]-4-oxoquinoline-3-carboxylic acid

• 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-cyclopropyl-6-fluoro-1,4-dihydro-7-[4-(4-nitrobenzyl)piperazin-1-yl]-4-oxoquinoline-3-carboxylic acid
• 英文别名: 1-cyclopropyl-6-fluoro-7-(4-(4-nitrobenzyl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid；1-Cyclopropyl-6-fluoro-7-[4-[(4-nitrophenyl)methyl]piperazin-1-yl]-4-oxoquinoline-3-carboxylic acid
• 化学式: C₂₄H₂₃FN₄O₅
• 分子量: 466.469
• InChiKey: NSNYZRFAOKNBKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  108.92
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  环丙沙星 、 对硝基苯甲醛 在 甲酸 、 2-氨基-3H-喹唑啉-4-酮 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以60%的产率得到1-cyclopropyl-6-fluoro-1,4-dihydro-7-[4-(4-nitrobenzyl)piperazin-1-yl]-4-oxoquinoline-3-carboxylic acid
  参考文献：
  名称：

  2-氨基喹唑啉-4（3H）-one作为有机催化剂合成叔胺

  摘要：

  首次报道了2-氨基喹唑啉-4（3H）-one作为有机催化剂通过非共价相互作用活化醛类的潜力，使用甲酸作为还原剂合成叔胺。已开发的协议证明了芳香族和脂肪族胺与芳香族和脂肪族醛的底物范围扩大。此外，目前的方法对于环丙沙星及其衍生物的衍生化具有良好的效果，也具有良好的收效。

  DOI：

  10.1021/acs.orglett.8b00127

文献信息

• 7-Piperazinylquinolones with methylene-bridged nitrofuran scaffold as new antibacterial agents
  作者：Saeed Emami、Nima Shahrokhirad、Alireza Foroumadi、Mohammad Ali Faramarzi、Nasrin Samadi、Narges Soltani-Ghofrani

  DOI：10.1007/s00044-013-0581-9

  日期：2013.12

  Quinolone class of antibacterial agents has considerable attention to find new useful antibacterial agents. Therefore, a series of N-substituted piperazinylquinolones bearing (5-nitrofuran-2-yl)methyl moiety were synthesized and evaluated against a variety of bacteria. The methylene-bridged nitrofuran functionality has been recently used in oxazolidinone class of antibacterial agents containing piperazinyl moiety by introducing ranbezolid as a 5-nitrofuran analog of eperzolid. The results of antibacterial evaluation revealed that the influence of (5-nitrofuran-2-yl) attachment to the 7-piperazinylquinolones against different bacterial species depends on the type of substituents at the N-1 and C-8 positions. Better results were obtained with ethyl at N-1 and CF at C-8 in the term of activity against Bacillus subtilis and E. coli. While, the optimum activity against Staphylococcus aureus, Pseudomonas aeruginosa, and Klebsiella pneumonia was entailed by a molecule possessing cyclopropyl at N-1 and CH at C-8.