(Z)-[4-azido-1-{4-(2-azidoethoxy)phenyl}but-1-ene-1,2-diyl]dibenzene

• 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: (Z)-[4-azido-1-{4-(2-azidoethoxy)phenyl}but-1-ene-1,2-diyl]dibenzene
• 英文别名: 1-[(Z)-4-azido-1,2-diphenylbut-1-enyl]-4-(2-azidoethoxy)benzene
• 化学式: C₂₄H₂₂N₆O
• 分子量: 410.478
• InChiKey: YDQYIUVEAZIAGA-VHXPQNKSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  38
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (Z)-[4-azido-1-{4-(2-azidoethoxy)phenyl}but-1-ene-1,2-diyl]dibenzene 以 乙醇 、 水 为溶剂， 反应 8.0h， 以72%的产率得到(Z)-4-{4-(2-aminoethoxy)phenyl}-3,4-diphenylbut-3-en-1-amine
  参考文献：
  名称：

  Design, synthesis and evaluation of Ospemifene analogs as anti-breast cancer agents

  摘要：

  The synthesis of some novel Ospemifene derived analogs and their evaluation as anti-breast cancer agents against MCF-7 (ER-positive) and MDA-MB-231 (ER-negative) human breast cancer cell lines are described. Few of these analogs for instance, compounds 6, 7 and 8 are shown to be more effective than recent Selective Estrogen Receptor Modulators (SERMs) i.e. Ospemifene and Tamoxifen, against these cell lines. Compound 8 was relatively more cytotoxic to MCF-7 cells similar to Ospemifene and Tamoxifen, while most potent compounds 6 and 7 were equally effective in inhibiting growth of both ER-positive and ER-negative cell lines. The observed activity profiles were further supported by the docking studies performed against estrogen receptors (ER alpha and ER beta). Compounds 6, 7 and 8 exhibited stronger binding affinities with both ER alpha and ER beta compared to Ospemifene and Tamoxifen. (c) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.08.050
• 作为产物：
  描述：

  欧司哌米 在 sodium azide 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 (Z)-[4-azido-1-{4-(2-azidoethoxy)phenyl}but-1-ene-1,2-diyl]dibenzene
  参考文献：
  名称：

  [EN] NOVEL TRIARYLETHYLENE COMPOUNDS AND METHODS USING SAME
  [FR] NOUVEAUX COMPOSÉS DE TRIARYLÉTHYLÈNE ET LEURS PROCÉDÉS D'UTILISATION

  摘要：

  本发明包括用于预防或治疗需要的受试者的癌症的化合物。本发明还包括通过向受试者施用本发明化合物的治疗有效量来预防或治疗受试者的癌症的方法。

  公开号：

  WO2016022325A1

文献信息

• Novel Triarylethylene Compounds and Methods Using Same
  申请人：The Penn State Research Foundation

  公开号：US20170217914A1

  公开（公告）日：2017-08-03

  The present invention includes compounds useful in preventing or treating cancer in a subject in need thereof. The present invention also includes methods of preventing or treating cancer in a subject in need thereof by administering to the subject a therapeutically effective amount of a compound of the invention.