7-((S)-4-(tert-butoxycarbonyl)-3-methylpiperazin-1-yl)-6,8-difluoro-1-(3,4-difluorophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid | 850999-94-9

• 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: 7-((S)-4-(tert-butoxycarbonyl)-3-methylpiperazin-1-yl)-6,8-difluoro-1-(3,4-difluorophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
• CAS: 850999-94-9
• 化学式: C₂₆H₂₅F₄N₃O₅
• 分子量: 535.495
• InChiKey: CFBLIZUWUGWJNK-ZDUSSCGKSA-N

物化性质

• 熔点：
  257-258 °C
• 沸点：
  660.4±55.0 °C(Predicted)
• 密度：
  1.413±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.69
• 重原子数：
  38.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  92.08
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  7-((S)-4-(tert-butoxycarbonyl)-3-methylpiperazin-1-yl)-6,8-difluoro-1-(3,4-difluorophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 10.0h， 以89.7%的产率得到1-(3,4-Difluoro-phenyl)-6,8-difluoro-7-((S)-3-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid; hydrochloride
  参考文献：
  名称：

  Syntheses of quinolone hydrochloride enantiomers from synthons (R)- and (S)-2-methylpiperazine

  摘要：

  A series of R and S enantiomers of 7-(3-methylpiperazin-l-yl) quinolone derivatives were synthesized from (R)- and (S)tert-butyl 2-methylpiperazine-l-carboxylate and tested for their antibacterial activities on 14 kinds of bacteria. Although no distinct difference in in vitro antibacterial activities was observed, 2-64-fold difference between R and S enantiomers was observed in approximately 52% of cases. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.01.032
• 作为产物：
  描述：

  ethyl 3-ethoxy-2-(2,3,4,5-tetrafluorobenzoyl)acrylate 在 N-甲基吗啉 、 盐酸 、 potassium carbonate 、 溶剂黄146 作用下， 以 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 39.0h， 生成 7-((S)-4-(tert-butoxycarbonyl)-3-methylpiperazin-1-yl)-6,8-difluoro-1-(3,4-difluorophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
  参考文献：
  名称：

  Syntheses of quinolone hydrochloride enantiomers from synthons (R)- and (S)-2-methylpiperazine

  摘要：

  A series of R and S enantiomers of 7-(3-methylpiperazin-l-yl) quinolone derivatives were synthesized from (R)- and (S)tert-butyl 2-methylpiperazine-l-carboxylate and tested for their antibacterial activities on 14 kinds of bacteria. Although no distinct difference in in vitro antibacterial activities was observed, 2-64-fold difference between R and S enantiomers was observed in approximately 52% of cases. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.01.032