methyl 3-(4'-hydroxybiphenyl-4-yl)propanoate | 125150-63-2

• 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: methyl 3-(4'-hydroxybiphenyl-4-yl)propanoate
• 英文别名: 3-(4'-hydroxybiphenyl-4-yl)-propionic acid methyl ester；methyl 4'-hydroxy-4-biphenylpropanoate；methyl 3-(4'-hydroxy-1,1'-biphenyl-4-yl)propanoate；3-(4'-Hydroxy-biphenyl-4-yl)-propionic acid methyl ester；methyl 3-[4-(4-hydroxyphenyl)phenyl]propanoate
• CAS: 125150-63-2
• 化学式: C₁₆H₁₆O₃
• 分子量: 256.301
• InChiKey: KZHZJUJTGCUBLT-UHFFFAOYSA-N

物化性质

• 熔点：
  127-128 °C
• 沸点：
  397.5±30.0 °C(Predicted)
• 密度：
  1.152±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 3-(4'-hydroxybiphenyl-4-yl)propanoate 在 lithium hydroxide monohydrate 、 水 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以100%的产率得到3-(4'-hydroxybiphenyl-4-yl)-propionic acid
  参考文献：
  名称：

  Design, synthesis, and evaluation of biphenyl-4-yl-acrylohydroxamic acid derivatives as histone deacetylase (HDAC) inhibitors

  摘要：

  A series of hydroxamic acid-based histone deacetylase (HDAC) inhibitors were designed on the basis of a model of the HDAC2 binding site and synthesized. They are characterized by a cinnamic spacer, capped with a substituted phenyl group. Modifications of the spacer are also reported. In an in vitro assay with the isoenzyme HDAC2, a good correlation of the activity with the docking energy was found. In human ovarian carcinoma IGROV-1 cells, selected compounds produced significant acetylation of p53 and alpha-tubulin. Most compounds showed an antiproliferative activity comparable to that of SAHA. At equitoxic concentrations, the tested compounds were more effective than SAHA in inducing apoptotic cell death. Compounds selected for in vivo evaluation exhibited a significant antitumor activity on three tumor models at well tolerated doses, thus suggesting a good therapeutic index. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.11.005
• 作为产物：
  描述：

  4-羟基-4'-溴联苯 在 palladium on activated charcoal 、 palladium diacetate 氢气 、 三乙胺 、 三(邻甲基苯基)磷 作用下， 生成 methyl 3-(4'-hydroxybiphenyl-4-yl)propanoate
  参考文献：
  名称：

  Hall, A. W.; Lacey, D.; Holmes, D., Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 1994, vol. 250, p. 333 - 346

  摘要：

  DOI：

文献信息

• Predicting the Structure of Supramolecular Dendrimers via the Analysis of Libraries of AB₃ and Constitutional Isomeric AB₂ Biphenylpropyl Ether Self-Assembling Dendrons
  作者：Brad M. Rosen、Daniela A. Wilson、Christopher J. Wilson、Mihai Peterca、Betty C. Won、Chenghong Huang、Linda R. Lipski、Xiangbing Zeng、Goran Ungar、Paul A. Heiney、Virgil Percec

  DOI：10.1021/ja907882n

  日期：2009.12.2

  large hollow spheres that is dictated by the primary structure of the dendron. The comparative analysis of libraries of biphenylpropyl ether dendrons with the previously reported libraries of benzyl-, phenylpropyl-, and biphenyl-4-methyl ether dendrons demonstrated biomimetic self-assembly wherein the primary structure of the dendron and to a lesser extent the structure of its repeat unit determines the

  4'-hydroxy-4-biphenylpropionic, 3',4'-dihydroxy-4-biphenylpropionic, 3',5'-dihydroxy-4-biphenylpropionic, and 3',4',5'-trihydroxy-4-的合成联苯丙酸甲酯通过三种有效和模块化的策略，包括一种基于镍催化硼化和顺序交叉偶联的策略。这些构件被用于合成一个 3,4,5-三取代的文库和两个结构异构的 3,4-和 3,5-二取代联苯丙基醚树突的文库的收敛迭代方法。超分子树枝状大分子的结构和逆向结构分析表明，联苯丙基醚树枝状分子自组装和自组织成与先前报道的库中观察到的相同的周期性晶格和准周期性阵列，但具有更大的尺寸，不同的自组装机制，以及改善的溶解性、热稳定性、酸稳定性和氧化稳定性。自组装的不同机制导致发现了两种新的超分子结构。第一个代表具有四层重复的新香蕉状层状晶体。第二个是一个巨大的囊泡球体，由
• Deconstruction as a Strategy for the Design of Libraries of Self-Assembling Dendrons
  作者：Brad M. Rosen、Mihai Peterca、Chenghong Huang、Xiangbing Zeng、Goran Ungar、Virgil Percec

  DOI：10.1002/anie.201002514

  日期：2010.9.17

  Bringing down the dendron: The deconstruction of self‐assembling dendrons represents a new strategy for the rational design of libraries of self‐assembling dendrons with unprecedented primary structure (see picture). In this strategy, molecular targets are designed by systematically removing branches from a parent dendron. This approach provides a diversity of molecular topologies unencountered in

  降低树状结构：自组装树状结构的解构是合理设计具有空前主结构的自组装树状结构库的新策略（参见图片）。在这种策略中，分子靶标是通过系统地从母本树突上除去分支来设计的。这种方法提供了树突代合成中未遇到的多种分子拓扑。
• WO2006/109633
  申请人：——

  公开号：——

  公开（公告）日：——
• Chan, L. K. M.; Gray, G. W.; Lacey, D., Molecular Crystals and Liquid Crystals (1969-1991), 1989, vol. 172, p. 125 - 146
  作者：Chan, L. K. M.、Gray, G. W.、Lacey, D.、Scrowston, R. M.、Shenouda, I. G.、Toyne, K. J.

  DOI：——

  日期：——
• Discovery of the First-in-Class Intestinal Restricted FXR and FABP1 Dual Modulator ZLY28 for the Treatment of Nonalcoholic Fatty Liver Disease
  作者：Qiang Ren、Ya Chen、Zongtao Zhou、Zongyu Cai、Shixuan Jiao、Wanqiu Huang、Bin Wang、Siliang Chen、Wenxin Wang、Zhijun Cao、Zhongcheng Yang、Liming Deng、Lijun Hu、Luyong Zhang、Zheng Li

  DOI：10.1021/acs.jmedchem.2c01918

  日期：2023.5.11