1-cyclopropyl-6-fluoro-7-(2-fluorophenylamino)-8-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid | 1321921-88-3

• 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: 1-cyclopropyl-6-fluoro-7-(2-fluorophenylamino)-8-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• 英文别名: 1-Cyclopropyl-6-fluoro-7-(2-fluoroanilino)-8-nitro-4-oxoquinoline-3-carboxylic acid；1-cyclopropyl-6-fluoro-7-(2-fluoroanilino)-8-nitro-4-oxoquinoline-3-carboxylic acid
• CAS: 1321921-88-3
• 化学式: C₁₉H₁₃F₂N₃O₅
• 分子量: 401.326
• InChiKey: PPMLJOZUROXSCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  ethyl 1-cyclopropyl-6-fluoro-7-((2-fluorophenyl)amino)-8-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylate 在 盐酸 、 水 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 1-cyclopropyl-6-fluoro-7-(2-fluorophenylamino)-8-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
  参考文献：
  名称：

  Synthesis and antibacterial activity of novel 7-haloanilino-8-nitrofluoroquinolone derivatives

  摘要：

  The synthesis of new 7-(halophenylamino)-1-cyclopropyl-6-fluoro-8-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid derivatives is described. Substitution of quinolonic compound 1a with chloro and fluoro aniline derivatives at position 7 produced target compounds 2-9 with relatively low yields. Alternatively, the product of correspondent carboxylate ester 1b subsequent with acid hydrolysis produced satisfactory yield. The prepared targets have shown interesting antibacterial properties against standard and resistant gram-positive strains. In particular, 2-chloro and 3-chloro aniline derivatives (3 and 4) depict MIC values of 6.7 and 0.9 mu g/ml, respectively against standard S. aureous. Both compounds showed good activity against resistant strains of S. aureous.

  DOI：

  10.1007/s00044-011-9692-3

文献信息

• Synthesis and antibacterial activity of novel 7-haloanilino-8-nitrofluoroquinolone derivatives
  作者：Yusuf M. Al-Hiari、Amjad M. Qandil、Rufaida M. Al-Zoubi、Muhammed H. Alzweiri、Rula M. Darwish、Ghassan F. Shattat、Tariq M. Al-Qirim

  DOI：10.1007/s00044-011-9692-3

  日期：2012.8

  The synthesis of new 7-(halophenylamino)-1-cyclopropyl-6-fluoro-8-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid derivatives is described. Substitution of quinolonic compound 1a with chloro and fluoro aniline derivatives at position 7 produced target compounds 2-9 with relatively low yields. Alternatively, the product of correspondent carboxylate ester 1b subsequent with acid hydrolysis produced satisfactory yield. The prepared targets have shown interesting antibacterial properties against standard and resistant gram-positive strains. In particular, 2-chloro and 3-chloro aniline derivatives (3 and 4) depict MIC values of 6.7 and 0.9 mu g/ml, respectively against standard S. aureous. Both compounds showed good activity against resistant strains of S. aureous.