1,1-二(4-羟基苯基)-2-苯基乙烯 | 66422-18-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1,1-二(4-羟基苯基)-2-苯基乙烯
• 英文名称: 1,1-bis(4-hydroxyphenyl)-2-phenylethene
• 英文别名: 4,4'-styrylidene-di-phenol；2-Phenyl-1,1-bis-(4-hydroxy-phenyl)-aethylen；4,4'-Styryliden-di-phenol；1,1-Bis-(4-hydroxy-phenyl)-2-phenyl-ethylen；4,4'-(2-Phenylethene-1,1-Diyl)diphenol；4-[1-(4-hydroxyphenyl)-2-phenylethenyl]phenol
• CAS: 66422-18-2
• 化学式: C₂₀H₁₆O₂
• 分子量: 288.346
• InChiKey: CKNFKDYCAQZYBQ-UHFFFAOYSA-N

物化性质

• 熔点：
  178 °C
• 沸点：
  438.1±35.0 °C(Predicted)
• 密度：
  1.222±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2907299090

反应信息

• 作为反应物：
  描述：

  1,1-二(4-羟基苯基)-2-苯基乙烯 在 溴 、 溶剂黄146 作用下， 生成 1-bromo-2,2-bis-(4-hydroxy-phenyl)-1-phenyl-ethene
  参考文献：
  名称：

  Hydroxy substituted triphenyl vinyl halides

  摘要：

  公开号：

  US02429556A1
• 作为产物：
  描述：

  1,1-bis(4-methoxyphenyl)-2-phenylethanol 在 三溴化硼 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 72.0h， 生成 1,1-二(4-羟基苯基)-2-苯基乙烯
  参考文献：
  名称：

  Investigations on Estrogen Receptor Binding. The Estrogenic, Antiestrogenic, and Cytotoxic Properties of C2-Alkyl-Substituted 1,1-Bis(4-hydroxyphenyl)-2-phenylethenes

  摘要：

  C2-Alkyl-substituted 1,1-bis(4-hydroxyphenyl)-2-phenylethenes were synthesized and assayed for estrogen receptor binding in a competition experiment with radiolabeled estradiol ([H-3]-E-2) using calf uterine cytosol. The relative binding affinity decreased with the length of the side chain R = H (3a: 35.2%) > Me (3b: 32.1%) > Et (3c: 6.20%); CH2CF3 (3d: 5.95%) > n-Pr (3e: 2.09%) > Bu (3f: 0.62%). Agonistic and antagonistic effects were evaluated in the luciferase assay with MCF-7-2a cells stably transfected with the plasmid ERE(wtc)luc. All compounds showed high antiestrogenic activity without significant agonistic potency. The comparison of the IC50 values for the inhibition of E2 (1 nM) documented the dependence of the antagonistic effects on the kind of the side chain: 3a (IC50 = 150 nM), 3b (IC50 = 30 nM), and 3f (IC50 = 500 nM) were weak antagonists, while 3c (IC50 = 15 nM), 3d (IC50 = 9 nM), and 3e (IC50 = 50 nM) were full antiestrogens and antagonized the effect of E2 completely. The most active compound 3d possessed the same antagonistic potency as 4-hydroxytamoxifen (40HT: IC50 = 7 nM) without bearing a basic side chain. 3d as well as all other 1,1-bis(4-hydroxyphenyl)-2-phenylalkenes were not able to influence the proliferation of hormone dependent MCF-7 cells despite the antagonistic mode of action. In this assay tamoxifen (TAM) and 40HT reduced the cell growth concentration dependent up to T/C-corr = 15% and 25%, respectively.

  DOI：

  10.1021/jm0209230

文献信息

• ERR MODULATORS AND USES THEREOF
  申请人：CITY OF HOPE

  公开号：US20180297923A1

  公开（公告）日：2018-10-18

  Disclosed herein, inter alia, are compositions and methods useful for treating non-alcoholic fatty liver diseases.

  披露的内容包括但不限于，用于治疗非酒精性脂肪肝疾病的组合物和方法。
• ERR modulators and uses thereof
  申请人：CITY OF HOPE

  公开号：US10590056B2

  公开（公告）日：2020-03-17

  Disclosed herein, inter alia, are compositions and methods useful for treating non-alcoholic fatty liver diseases.

  本文特别公开了用于治疗非酒精性脂肪肝的组合物和方法。
• Dodds et al., Proceedings of the Royal Society of London. Series B, Biological sciences, 1939, vol. 127, p. 140,153 Anm. 154
  作者：Dodds et al.

  DOI：——

  日期：——
• A novel tamoxifen derivative, ridaifen-F, is a nonpeptidic small-molecule proteasome inhibitor
  作者：Makoto Hasegawa、Yukari Yasuda、Makoto Tanaka、Kenya Nakata、Eri Umeda、Yanwen Wang、Chihiro Watanabe、Shoko Uetake、Tatsuki Kunoh、Masafumi Shionyu、Ryuzo Sasaki、Isamu Shiina、Tamio Mizukami

  DOI：10.1016/j.ejmech.2013.11.009

  日期：2014.1

  In a survey of nonpeptide noncovalent inhibitors of the human 20S proteasome, we found that a novel tamoxifen derivative, RID-F (compound 6), inhibits all three protease activities of the proteasome at submicromolar levels. Structure activity relationship studies revealed that a RID-F analog (RID-F-S*4, compound 25) is the smallest derivative compound capable of inhibiting proteasome activity, with a potency similar to that of RID-F. Kinetic analyses of the inhibition mode and competition experiments involving biotin-belactosin A (a proteasome inhibitor) binding indicated that the RID-F derivatives interact with the protease subunits in a different manner. Culturing of human cells with these compounds resulted in accumulation of ubiquitinated proteins and induction of apoptosis. Thus, the RID-F derivatives may be useful lead chemicals for the generation of a new class of proteasome inhibitors. (C) 2013 Elsevier Masson SAS. All rights reserved.
• 101. Synthetic oestrogens related to triphenylethylene. Part II
  作者：Wadie Tadros

  DOI：10.1039/jr9490000442

  日期：——