Ethyl 6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1-[2-[3-(trifluoromethyl)phenyl]aziridin-1-yl]quinoline-3-carboxylate | 181426-89-1

• 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: Ethyl 6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1-[2-[3-(trifluoromethyl)phenyl]aziridin-1-yl]quinoline-3-carboxylate
• 英文别名: ethyl 6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1-[2-[3-(trifluoromethyl)phenyl]aziridin-1-yl]quinoline-3-carboxylate
• CAS: 181426-89-1
• 化学式: C₂₆H₂₆F₄N₄O₃
• 分子量: 518.511
• InChiKey: HFRCUTBHVQSATN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  56.1
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  Ethyl 6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1-[2-[3-(trifluoromethyl)phenyl]aziridin-1-yl]quinoline-3-carboxylate 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 48.0h， 生成 6-Fluoro-7-(4-methyl-piperazin-1-yl)-4-oxo-1-[2-(3-trifluoromethyl-phenyl)-aziridin-1-yl]-1,4-dihydro-quinoline-3-carboxylic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of N-(1-aziridino)-6-fluoro-quinolone-3-carboxylic acids

  摘要：

  New racemic N-(1-aziridino)-6-fluoro-7-(4-methylpiperazin-1-yl)-4(1H)-quinolone-3-carboxylic acids (9a-i) were synthesized and their antibacterial activities were tested against Gram-positive and Gramnegative micro-organisms. According to the MIC, all compounds studied are less active than Ciprofloxacin; two of them (9a,b) have similar activity as Nalidixic acid (1). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00259-4
• 作为产物：
  描述：

  乙基6,7-二氟-4-氧代-1,4-二氢-3-喹啉羧酸酯 在 lead(IV) acetate 、 O-tosylhydroxylamine 、 potassium carbonate 作用下， 以 吡啶 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 38.0h， 生成 Ethyl 6-fluoro-7-(4-methylpiperazin-1-yl)-4-oxo-1-[2-[3-(trifluoromethyl)phenyl]aziridin-1-yl]quinoline-3-carboxylate
  参考文献：
  名称：

  Synthesis of N-(1-Aziridinyl)-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic Acids

  摘要：

  A series of N-(1-aziridinyl)quinoline-3-carboxylic acid derivatives (e.g. 11a-f, 20a-g, 21a-d) have been synthesized by insertion reaction of nitrenes (e.g. ethyl 7-chloro-6-fluoro-1-nitreno-1,4-dihydro-4-oxoquinoline-3-carboxylate (9)) into double bond of different olefins (e.g. styrene (10a), see Schemes 2 and 4). The nitrenes were formed in situ by oxidation of N-aminoquinolin-4(1H)-one derivatives (8, 18a,b) using Pb(OAc)(4) as oxidizing agent.

  DOI：

  10.3987/com-97-7770