6-氟-4-氧代-1-(叔戊基)-7-(哌嗪-1-基)-1,4-二氢喹啉-3-羧酸 | 118191-30-3

• 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
• 中文名称: 6-氟-4-氧代-1-(叔戊基)-7-(哌嗪-1-基)-1,4-二氢喹啉-3-羧酸
• 英文名称: 1-(1,1-Dimethyl-propyl)-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic acid
• 英文别名: 6-Fluoro-1-(2-methylbutan-2-yl)-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid
• CAS: 118191-30-3
• 化学式: C₁₉H₂₄FN₃O₃
• 分子量: 361.416
• InChiKey: GPRVIMKKHHMUAV-UHFFFAOYSA-N

物化性质

• 溶解度：
  DMSO：可溶15mg/mL，澄清

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  72.9
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  叔戊基胺 在 吡啶 、 氢氧化钾 、 sodium hydride 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 22.5h， 生成 6-氟-4-氧代-1-(叔戊基)-7-(哌嗪-1-基)-1,4-二氢喹啉-3-羧酸
  参考文献：
  名称：

  Fluoronaphthyridines and quinolones as antibacterial agents. 1. Synthesis and structure-activity relationship of new 1-substituted derivatives

  摘要：

  A series of novel 7-piperazinyl-1-substituted-6-fluoroquinolones and naphthyridines have been prepared and their antibacterial activities evaluated. These derivatives are characterized by having alkyl, alkenyl, arylalkyl, cycloalkyl, and cycloalkenyl groups at the 1-position. As a result of this study, derivatives 7 and 26, which are substituted with tert-butyl groups at N-1, were found to possess excellent in vitro and in vivo potency, particularly against Staphylococcus aureus, comparable to that of norfloxacin or ciprofloxacin. Structure-activity relationships of N-1 substituted alkyls and cycloalkyls are also discussed.

  DOI：

  10.1021/jm00123a005