7-(3,5-Dimethyl-piperazin-1-yl)-6-fluoro-1-(4-fluoro-phenyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid | 108138-21-2

• 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-(3,5-Dimethyl-piperazin-1-yl)-6-fluoro-1-(4-fluoro-phenyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
• 英文别名: 3-Quinolinecarboxylic acid, 7-(3,5-dimethyl-1-piperazinyl)-6-fluoro-1-(4-fluorophenyl)-1,4-dihydro-4-oxo-；7-(3,5-dimethylpiperazin-1-yl)-6-fluoro-1-(4-fluorophenyl)-4-oxoquinoline-3-carboxylic acid
• CAS: 108138-21-2
• 化学式: C₂₂H₂₁F₂N₃O₃
• 分子量: 413.424
• InChiKey: PFYGLGMTICOGCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  72.9
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,4,5-三氟苯甲酰乙酸乙酯 在 盐酸 、 乙酸酐 、 sodium hydride 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 7-(3,5-Dimethyl-piperazin-1-yl)-6-fluoro-1-(4-fluoro-phenyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
  参考文献：
  名称：

  Effect of Lipophilicity at N-1 on Activity of Fluoroquinolones against Mycobacteria

  摘要：

  The dramatic increase in drug resistant Mycobacterium tuberculosis has caused a resurgence in research targeted toward these organisms. As part of a systematic study to optimize the quinolone antibacterials against mycobacteria, we have prepared a series of N-1-phenylsubstituted derivatives to explore the effect of increasing lipophilicity on potency at this position. The compounds, synthesized by the modification of a literature procedure, were evaluated for activity against Gram-negative and Gram-positive bacteria, Mycobacterium fortuitum and Mycobacterium smegmatis, and the results correlated with log P, pK(a), and other attributes. The activity of the compounds against the rapidly growing, less hazardous organism M. fortuitum was used as a measure of M, tuberculosis activity. The results demonstrate that increasing lipophilic character by itself does not correlate with increased potency against mycobacteria. Rather, intrinsic activity against Gram-negative and/or Gram-positive bacteria is the governing factor for corresponding activity against mycobacteria.

  DOI：

  10.1021/jm00015a021

文献信息

• A solid phase approach to quinolones using the DIVERSOMER® technology
  作者：Alasdair A MacDonald、Sheila H DeWitt、Eleonora M Hogan、Robert Ramage

  DOI：10.1016/0040-4039(96)00944-6

  日期：1996.7

  The first example of a library of the quinolone antibacterial agents prepared by solid phase organic synthesis is described. Results of these studies and the parallel synthesis, isolation, purification and analysis of eight quinolones are discussed.

  描述了通过固相有机合成制备的喹诺酮类抗菌剂文库的第一个实例。讨论了这些研究的结果以及八种喹诺酮的平行合成，分离，纯化和分析。
• NARITA HIROKAZU; KONISHI YOSHINORI; NITTA JUN; NAGAKI HIDEYOSHI; KOBAYASH+, J. PHARM. SOC. JAP., 106,(1986) N 9, 795-801
  作者：NARITA HIROKAZU、 KONISHI YOSHINORI、 NITTA JUN、 NAGAKI HIDEYOSHI、 KOBAYASH+

  DOI：——

  日期：——