(Z)-4'-fluoro-3,4,5-trimethoxystilbene | 1449476-43-0

• 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'-fluoro-3,4,5-trimethoxystilbene
• 英文别名: 5-[(Z)-2-(4-fluorophenyl)ethenyl]-1,2,3-trimethoxybenzene；(Z)-4′-fluoro-3,4,5-trimethoxystilbene
• CAS: 1449476-43-0
• 化学式: C₁₇H₁₇FO₃
• 分子量: 288.319
• InChiKey: KLKCUFHJSWNZBT-PLNGDYQASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-碘-1,2,3-三甲氧基苯 在 喹啉 、 bis-triphenylphosphine-palladium(II) chloride 、 仲丁胺 、 氢气 作用下， 以 水 、 苯 为溶剂， 20.0~25.0 ℃ 、101.33 kPa 条件下， 反应 7.5h， 生成 (Z)-4'-fluoro-3,4,5-trimethoxystilbene
  参考文献：
  名称：

  Design, synthesis and structure–activity relationships of some novel, highly potent anti-invasive (E)- and (Z)-stilbenes

  摘要：

  In our ongoing exploration of the structure-activity landscape of anti-invasive chalcones, we have prepared and evaluated a number of structurally related (E)- and (Z)-stilbenes. These molecules exhibited an extraordinary high in vitro potency in the chick heart invasion assay, being active up to 10 nmol L-1, a concentration level a 100-fold lower than the lowest effective doses that have been reported for natural analogues. Furthermore, they possess an interesting pharmacological profile in silico. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.06.048

文献信息

• ANTI-INVASIVE COMPOUNDS
  申请人：Universiteit Gent

  公开号：US20150011620A1

  公开（公告）日：2015-01-08

  The present invention relates to the field of anti-invasive compounds and methods for predicting the anti-invasive activity of said compounds, as well as their use in the prevention and/or treatment of diseases associated with undesired cell invasion; in particular, this invention relates to the field of anti-invasive chalcone-like compounds.

  本发明涉及抗侵袭化合物领域，以及预测该类化合物抗侵袭活性的方法，以及它们在预防和/或治疗与不受欢迎的细胞侵袭相关的疾病中的用途；特别是，本发明涉及抗侵袭的类似香豆素化合物领域。
• US9290427B2
  申请人：——

  公开号：US9290427B2

  公开（公告）日：2016-03-22
• [EN] ANTI-INVASIVE COMPOUNDS<br/>[FR] COMPOSÉS ANTI-INVASIFS
  申请人：UNIV GENT

  公开号：WO2013113722A1

  公开（公告）日：2013-08-08

  The present invention relates to the field of anti-invasive compounds and methods for predicting the anti-invasive activity of said compounds, as well as their use in the prevention and/or treatment of diseases associated with undesired cell invasion; in particular, this invention relates to the field of anti-invasive chalcone-like compounds.
• Design, synthesis and structure–activity relationships of some novel, highly potent anti-invasive (E)- and (Z)-stilbenes
  作者：Bart I. Roman、Laurens M. De Coen、Séverine Thérèse F.C. Mortier、Tine De Ryck、Barbara W.A. Vanhoecke、Alan R. Katritzky、Marc E. Bracke、Christian V. Stevens

  DOI：10.1016/j.bmc.2013.06.048

  日期：2013.9

  In our ongoing exploration of the structure-activity landscape of anti-invasive chalcones, we have prepared and evaluated a number of structurally related (E)- and (Z)-stilbenes. These molecules exhibited an extraordinary high in vitro potency in the chick heart invasion assay, being active up to 10 nmol L-1, a concentration level a 100-fold lower than the lowest effective doses that have been reported for natural analogues. Furthermore, they possess an interesting pharmacological profile in silico. (C) 2013 Elsevier Ltd. All rights reserved.