4'-hydroxy-trans-stilbene-4-carboxylic acid

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 4'-hydroxy-trans-stilbene-4-carboxylic acid
• 英文别名: (E)-4-(4-hydroxystyryl)benzoic acid；4-[2-(4-Hydroxy-phenyl)-vinyl]-benzoic acid；4-[(E)-2-(4-hydroxyphenyl)ethenyl]benzoic acid
• 化学式: C₁₅H₁₂O₃
• 分子量: 240.258
• InChiKey: OCQXHCJFSAZJGC-OWOJBTEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 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：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-溴甲基苯甲酸甲酯 在 potassium tert-butylate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 甲苯 为溶剂， 反应 19.5h， 生成 4'-hydroxy-trans-stilbene-4-carboxylic acid
  参考文献：
  名称：

  What doesn't fit is made to fit: Pim‐1 kinase adapts to the configuration of stilbene‐based inhibitors

  摘要：

  Recently, we have developed novel Pim‐1 kinase inhibitors starting from a dihydrobenzofuran core structure using a computational approach. Here, we report the design and synthesis of stilbene‐based Pim‐1 kinase inhibitors obtained by formal elimination of the dihydrofuran ring. These inhibitors of the first design cycle, which were obtained as inseparable cis/trans mixtures, showed affinities in the low single‐digit micromolar range. To be able to further optimize these compounds in a structure‐based fashion, we determined the X‐ray structures of the protein‐ligand‐complexes. Surprisingly, only the cis‐isomer binds upon crystallization of the cis/trans‐mixture of the ligands with Pim‐1 kinase and the substrate PIMTIDE, the binding mode being largely consistent with that predicted by docking. After crystallization of the exclusively trans‐configured derivatives, a markedly different binding mode for the inhibitor and a concomitant rearrangement of the glycine‐rich loop is observed, resulting in the ligand being deeply buried in the binding pocket.

  DOI：

  10.1002/ardp.202400094

文献信息

• Mechanism of Alkaline Hydrolysis of Some HO-π-COOAr Acyl Derivatives
  作者：Giorgio Cevasco、Sergio Thea

  DOI：10.1021/jo990151o

  日期：1999.7.1

  To gain knowledge on the role played by the nature of the bridge interposed between hydroxyl and carbonyl groups in esters of the title type, in principle able to hydrolyze through dissociative pathways via the conjugate base of the substrate (E1cB mechanism), we have studied the alkaline hydrolyses of 2,4-dinitrophenyl esters in which the pi-system is a biphenyl, azobenzene, benzylideneaniline, or

  为了了解标题类型的酯中羟基和羰基之间插入的桥的本质所起的作用，原则上能够通过底物的共轭碱基通过解离途径进行水解（E1cB机理），我们研究了碱性水解2，4-二硝基苯酯，其中pi系统是联苯，偶氮苯，亚苄基苯胺或二苯乙烯骨架。动力学数据，例如反应性比较和Arrhenius参数，表明这些底物通过通常的缔合B（Ac）2机理发生反应。从结构和精力的角度讨论和解释了这一结果。数据表明，对于亚苄基氨基取代基（C（6）H（5）CH = N-），最合适的sigma（p）（）值是0.0。
• Main chain type liquid crystal polyester, liquid crystalline composition, method for producing liquid crystal film, optical film and display
  申请人：——

  公开号：US20040171788A1

  公开（公告）日：2004-09-02

  Provided is a main chain type liquid crystal polyester which comprises at least two units selected from an aromatic diol unit, an aromatic dicarboxylic acid unit, and an aromatic hydroxycarboxylic acid unit as essential units and a structural unit having a cationically polymerizable unit in at least one of the terminal ends. The main chain type liquid crystalline polyester, when used as an optical material, is excellent in the capability of retaining a liquid crystal orientation having been aligned and fixed under practical service conditions and exhibits an excellent mechanical strength.

  提供的是一种主链型液晶聚酯，其中至少包括两种选自芳香二元醇单元、芳香二羧酸单元和芳香羟基羧酸单元的基本单元，以及至少在末端之一具有阳离子聚合单元的结构单元。当用作光学材料时，这种主链型液晶聚酯在实际使用条件下具有保持已对齐和固定的液晶取向能力，并表现出优异的机械强度。
• Verfahren zur Herstellung von Formkörpern aus Polymeren mit E-konfigurierten Stilbengruppen
  申请人：BAYER AG

  公开号：EP0391204A2

  公开（公告）日：1990-10-10

  Niedrigschmelzende Polymere, die mindestens eine Z-kon­figurierte Stilbengruppierung enthalten, werden herge­stellt, indem man Z-konfigurierte, bifunktionelle Stil­benverbindungen mit bifunktionellen Monomeren, Oligome­ren oder höhermolekularen Komponenten bei Temperaturen von -30 bis 250°C, gegebenenfalls in Gegenwart von orga­nischen Lösungs-und/oder Verdünnungsmitteln und/oder Ka­talysatoren unter Erhalt der Z-Konfiguration der Stil­beneinheiten umsetzt. Die niedrigschmelzenden Polymere können in üblicher Weise zu Formkörpern verschiedenster Art verarbeitet werden, die durch Behandlung bei Tempe­raturen von 250 bis 500°C und/oder durch Bestrahlung im Wellenlängenbereich von 200 bis 800 nm in hochschmelzen­de und hochwärmeformbeständige Kunststoffartikel über­führt werden.

  含有至少一个 Z 构型二苯乙烯基团的低熔点聚合物的制备方法是：将 Z 构型双官能二苯乙烯化合物与双官能单体、低聚物或高分子量组分在-30 至 250°C 的温度下反应，可选择在有机溶剂和/或稀释剂和/或催化剂存在的情况下进行，同时保留二苯乙烯单元的 Z 构型。低熔点聚合物可按常规方法加工成各种模塑制品，然后在 250 至 500°C 的温度下和/或在 200 至 800 纳米波长范围内进行辐照处理，将其转化为高熔点和高耐热性塑料制品。
• Liquid crystalline polyesters, their composition, and their uses
  申请人：NIPPON OIL CO., LTD.

  公开号：EP0905164A2

  公开（公告）日：1999-03-31

  There are provided liquid crystalline polyesters comprising 4'-hydroxy-4-stilbenecarboxylic acid type units, dicarboxylic acid units acting as a mesogen such as 4,4'-stilbenecarboxylic acid and catechol units as essential ingredients, and a liquid crystalline polyester composition comprising said polyesters and optically active liquid crystalline polyesters consisting essentially of 4,4'-stilbenedicarboxylic acid type units and aliphatic diol units having asymmetric carbons.

  提供了由 4'-羟基-4-二苯甲酸型单元、作为中间体的二羧酸单元（如 4,4'-二苯甲酸和邻苯二酚单元）作为基本成分组成的液晶聚酯，以及由上述聚酯和主要由 4,4'-二苯甲酸型单元和具有不对称碳原子的脂肪族二元醇单元组成的光学活性液晶聚酯组成的液晶聚酯组合物。
• MAIN CHAIN TYPE LIQUID CRYSTAL POLYESTER LIQUID CRYSTALLINE COMPOSITION METHOD FOR PRODUCING LIQUID CRYSTAL FILM OPTICAL FILM AND DISPLAY
  申请人：Nippon Oil Corporation

  公开号：EP1422255A1

  公开（公告）日：2004-05-26

  Provided is a main chain type liquid crystal polyester which comprises at least two units selected from an aromatic diol unit, an aromatic dicarboxylic acid unit, and an aromatic hydroxycarboxylic acid unit as essential units and a structural unit having a cationically polymerizable unit in at least one of the terminal ends. The main chain type liquid crystalline polyester, when used as an optical material, is excellent in the capability of retaining a liquid crystal orientation having been aligned and fixed under practical service conditions and exhibits an excellent mechanical strength.

  本发明提供了一种主链型液晶聚酯，它包括至少两个选自芳香族二元醇单元、芳香族二羧酸单元和芳香族羟基羧酸单元的基本单元，以及至少一个末端具有阳离子可聚合单元的结构单元。这种主链型液晶聚酯用作光学材料时，在实际使用条件下可保持液晶取向的一致性和固定性，并表现出优异的机械强度。