4-hydroxy-[1,1'-biphenyl]-3,3’-dicarboxylic acid

• 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: 4-hydroxy-[1,1'-biphenyl]-3,3’-dicarboxylic acid
• 英文别名: 5-(3-Carboxyphenyl)-2-hydroxybenzoic acid；5-(3-carboxyphenyl)-2-hydroxybenzoic acid
• 化学式: C₁₄H₁₀O₅
• 分子量: 258.23
• InChiKey: HMRSLIVDTRSOBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  94.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-碘水杨酸 、 3-羧基苯硼酸 在 palladium diacetate 、 sodium carbonate 作用下， 以 水 为溶剂， 以45%的产率得到4-hydroxy-[1,1'-biphenyl]-3,3’-dicarboxylic acid
  参考文献：
  名称：

  Tuning Transthyretin Amyloidosis Inhibition Properties of Iododiflunisal by Combinatorial Engineering of the Nonsalicylic Ring Substitutions

  摘要：

  Two series of iododiflunisal and diflunisal analogues have been obtained by using a two step sequential reaction solution-phase parallel synthesis. The synthesis combined an aqueous Suzuki-Miyaura cross-coupling and a mild electrophilic aromatic iodination step using a new polymer-supported iodonium version of Barluenga's reagent. From a selected set of 77 noniodinated and 77 iodinated diflunisal analogues, a subset of good transthyretin amyloid inhibitors has been obtained with improved turbidimetry inhibition constants, high binding affinity to transthyretin, and good selectivity for TTR compared to other thyroxine binding proteins.

  DOI：

  10.1021/co5001234