1-cyclopropyl-6-fluoro-7-(4-methoxyphenyl)-8-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid | 1426220-57-6

• 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-7-(4-methoxyphenyl)-8-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• 英文别名: 1-Cyclopropyl-6-fluoro-7-(4-methoxyphenyl)-8-nitro-4-oxoquinoline-3-carboxylic acid；1-cyclopropyl-6-fluoro-7-(4-methoxyphenyl)-8-nitro-4-oxoquinoline-3-carboxylic acid
• CAS: 1426220-57-6
• 化学式: C₂₀H₁₅FN₂O₆
• 分子量: 398.347
• InChiKey: AVOAXQZCXJONPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  ethyl 1-cyclopropyl-6-fluoro-7-(4-methoxyphenyl)-8-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylate 在 盐酸 、 水 作用下， 以 乙醇 为溶剂， 以83%的产率得到1-cyclopropyl-6-fluoro-7-(4-methoxyphenyl)-8-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
  参考文献：
  名称：

  A new efficient route to 7-aryl-6-fluoro-8-nitroquinolones as potent antibacterial agents

  摘要：

  A series of 7-aryl-6-fluoro-8-nitroquinolones (6a-e) were synthesized through a novel, simple and clean synthetic procedure, through a Suzuki-Miyaura reaction. The target compounds were evaluated in vitro for their antimicrobial properties against bacterial and fungal strains. All of them showed antibacterial activity higher than the activity of ciprofloxacin, both towards Gram positive Bacillus subtilis and Staphylococcus aureus, and Gram negative Haemophilus influenzae strains. Compound 6d, containing the trisubstituted 7-aryl moiety, emerged as the most active quinolone derivative with MIC values ranging from 0.00007 mu g/mL to 0.015 mu g/mL. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.08.065

文献信息

• A new efficient route to 7-aryl-6-fluoro-8-nitroquinolones as potent antibacterial agents
  作者：Salah A. Al-Trawneh、Mustafa M. El-Abadelah、Mohammad M. Al-Abadleh、Franca Zani、Matteo Incerti、Paola Vicini

  DOI：10.1016/j.ejmech.2014.08.065

  日期：2014.10

  A series of 7-aryl-6-fluoro-8-nitroquinolones (6a-e) were synthesized through a novel, simple and clean synthetic procedure, through a Suzuki-Miyaura reaction. The target compounds were evaluated in vitro for their antimicrobial properties against bacterial and fungal strains. All of them showed antibacterial activity higher than the activity of ciprofloxacin, both towards Gram positive Bacillus subtilis and Staphylococcus aureus, and Gram negative Haemophilus influenzae strains. Compound 6d, containing the trisubstituted 7-aryl moiety, emerged as the most active quinolone derivative with MIC values ranging from 0.00007 mu g/mL to 0.015 mu g/mL. (C) 2014 Elsevier Masson SAS. All rights reserved.