2'-[2''',4'''-difluoro-3''-carboxy-(1'',1'''-biphenyl)-4''-oxy]-4'-fluoro-4-hydroxy-(1,1'-biphenyl)-3-carboxylic acid | 137132-71-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2'-[2''',4'''-difluoro-3''-carboxy-(1'',1'''-biphenyl)-4''-oxy]-4'-fluoro-4-hydroxy-(1,1'-biphenyl)-3-carboxylic acid
• 英文别名: (2''',4'''-difluoro-3''-carboxy-[1'',1'''-biphenyl]-4''-oxy)-4'-fluoro-4-hydroxy-[1,1'-biphenyl]-3-carboxylic acid；Diflunisal dimer；5-[2-[2-carboxy-4-(2,4-difluorophenyl)phenoxy]-4-fluorophenyl]-2-hydroxybenzoic acid
• CAS: 137132-71-9
• 化学式: C₂₆H₁₅F₃O₆
• 分子量: 480.397
• InChiKey: ZVGDOVVKVQGQQP-UHFFFAOYSA-N

物化性质

• 沸点：
  623.7±55.0 °C(Predicted)
• 密度：
  1.470±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  以 phosphate buffer 为溶剂， 生成 2'-[2''',4'''-difluoro-3''-carboxy-(1'',1'''-biphenyl)-4''-oxy]-4'-fluoro-4-hydroxy-(1,1'-biphenyl)-3-carboxylic acid
  参考文献：
  名称：

  Spectroscopic characterization and photochemical behavior of host–guest complexes between β-cyclodextrin and drugs containing a biphenyl-like chromophore

  摘要：

  The effects of the addition of β-cyclodextrin (β-CD) on the light absorption and emission properties and on the photoreactivity of two non-steroidal anti-inflammatory drugs, diflunisal (DF) and fenbufen (FB), containing a biphenyl skeleton, have been investigated in aqueous media. The formation of host–guest inclusion complexes with 1:1 stoichiometry was indicated by steady state absorption, induced circular dichroism, NMR and fluorescence spectroscopy. The emitting properties of DF and FB were changed by β-CD complexation in a well-differentiated manner, in agreement with a particular sensitivity of the respective fluorescent states to the microenvironment. The interaction with the host cage is also responsible for remarkable changes in the photoreactivity of both drugs. The encapsulated molecules exhibit a significantly higher photochemical stability if compared to the free drugs. Moreover, in the case of DF, the β-CD microenvironment influences the distribution of the stable photoproducts by controlling the fate of the photogenerated radical intermediates. A rationale for the β-CD induced photochemical changes is proposed.

  DOI：

  10.1039/b100593f

文献信息

• Photochemical outcome modification of diflunisal by a novel cationic amphiphilic cyclodextrin
  作者：Salvatore Sortino、Salvatore Petralia、Raphael Darcy、Ruth Donohue、Antonino Mazzaglia

  DOI：10.1039/b209157g

  日期：2003.2.27

  The effects of a novel cationic amphiphilic cyclodextrin (SC6CDNH2) on the photoprocesses of the phototoxic non-steroidal anti-inflammatory drug diflunisal (DF) have been investigated in aqueous medium. Association between DF and SC6CDNH2 was indicated by steady-state absorption, induced circular dichroism and fluorescence spectroscopy. Laser flash photolysis and steady-state photolysis experiments

  新型阳离子两亲性的影响 环糊精 （SC6CDNH2）对光有毒的光过程 非甾体类抗炎药 双氟尼醛（DF）已在水性介质中进行了研究。DF和SC6CDNH2之间的缔合通过稳态吸收，诱导的圆二色性和荧光光谱。 激光闪光光解 稳态光解实验表明，DF光化学对新的微环境具有特殊的敏感性。 减少 态的产生效率，寿命的延长，光电离途径的变化，以及卓越的 药品观察到光稳定化和稳定的光产物分布的改变。提出了基于SC6CDNH2在影响初级光化学作用的效率和干扰次级自由基反应中的多方面作用对DF的光化学进行这些修饰的原理。总体结果与光化学显示的光毒作用的关系药品 也被评论。