2,2-bis(4-hydroxyphenyl)-1,1,1-tribromoethane

• 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-bis(4-hydroxyphenyl)-1,1,1-tribromoethane
• 英文别名: 1,1,1-tribromo-2,2-bis(4-hydroxyphenyl)ethane；4-[2,2,2-tribromo-1-(4-hydroxyphenyl)ethyl]phenol
• 化学式: C₁₄H₁₁Br₃O₂
• 分子量: 450.952
• InChiKey: CSHGNLUDXTVAEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,2-bis(4-methoxyphenyl)-1,1,1-tribromoethane 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以64%的产率得到2,2-bis(4-hydroxyphenyl)-1,1,1-tribromoethane
  参考文献：
  名称：

  Bisphenol AF: Halogen bonding effect is a major driving force for the dual ERα-agonist and ERβ-antagonist activities

  摘要：

  17 beta-Estradiol (E2) is a natural steroid ligand for the structurally and physiologically independent estrogen receptors (ERs) ER alpha and ER beta. We recently observed that CF3-containing bisphenol AF (BPAF) works as an agonist for ERa but as an antagonist for ER beta. Similar results were also observed for the CCl3-containing bisphenol designated as HPTE. Both BPAF and HPTE are comprised of a tri-halogenated methyl group in the central alkyl moiety of their bisphenol structures, which strongly suggests that halogens contribute directly to the agonist/antagonist dual biological functions. We conducted this study to investigate the structure-activity relationships by assessing together newly synthesized CF3- and CBr3-containing bisphenol E analogs (BPE-X). We first tested bisphenols for their receptor binding ability and then for their transcriptional activities. Halogen-containing bisphenols were found to be fully active for ER alpha, but almost completely inactive for ER beta. When we examined these bisphenols for their inhibitory activities for E2 in ER beta, we observed that they worked as distinct antagonists. The ascending order of agonist/antagonist dual biological functions was BPE-F < BPE-Cl (HPTE) <= BPAF < BPE-Br, demonstrating that the electrostatic halogen bonding effect is a major driving force of the bifunctional ER alpha agonist and ER beta antagonist activities of BPAF.

  DOI：

  10.1016/j.bmc.2019.115274

文献信息

• Cyanate esters having flame resistant properties
  申请人：Vantico Inc.

  公开号：US06242638B1

  公开（公告）日：2001-06-05

  The present invention relates to novel aromatic cyanate ester compounds containing at least two rings linked by a group containing an unsaturated group. The present invention further relates to compositions and prepolymers of said novel aromatic cyanate ester compounds. The present invention further relates to a process for preparing said compounds and cured articles resulting from curable mixtures thereof.

  本发明涉及一种新型芳香族氰酸酯化合物，其至少包含两个环，这些环由含有不饱和基团的基团连接。本发明还涉及所述新型芳香族氰酸酯化合物的组成物和预聚物。本发明还涉及一种制备所述化合物的方法以及由可固化混合物产生的固化制品。
• Compositions containing cyanate ester and aromatic compounds having improved heat release properties
  申请人：Vantico Inc.

  公开号：US06365671B1

  公开（公告）日：2002-04-02

  The present invention relates to compositions of matter containing aromatic cyanate ester containing at least two rings linked by a group containing an unsaturated group and selected aromatic hydroxyl compounds that exhibited improved heat release and curing properties. The present invention further relates to a process for preparing said compounds and cured articles resulting from curable mixtures thereof.

  本发明涉及包含芳香基氰酸酯的物质组成物，其中至少有两个环被含有不饱和基团的群体连接，并选择了表现出改善的放热和固化性能的芳香羟基化合物。本发明还涉及制备该化合物的过程以及由可固化混合物产生的固化物品。
• CYANATE ESTERS HAVING FLAME RESISTANT PROPERTIES
  申请人：Vantico AG

  公开号：EP1161414A1

  公开（公告）日：2001-12-12
• US6242638B1
  申请人：——

  公开号：US6242638B1

  公开（公告）日：2001-06-05
• US6365671B1
  申请人：——

  公开号：US6365671B1

  公开（公告）日：2002-04-02