2-[4-[(Z)-2-fluoro-2-phenyl-1-trimethylsilylethenyl]phenoxy]-N,N-dimethylethanamine | 1418146-25-4

• 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: 2-[4-[(Z)-2-fluoro-2-phenyl-1-trimethylsilylethenyl]phenoxy]-N,N-dimethylethanamine
• CAS: 1418146-25-4
• 化学式: C₂₁H₂₈FNOSi
• 分子量: 357.543
• InChiKey: JZFWRPOBTNGAHC-MRCUWXFGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.34
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[4-[(Z)-2-fluoro-2-phenyl-1-trimethylsilylethenyl]phenoxy]-N,N-dimethylethanamine 在 四(三苯基膦)钯 、 tetra-N-butylammonium tribromide 、 potassium carbonate 作用下， 以 甲醇 、 乙醇 、 水 、 苯 为溶剂， 生成 2-[4-(2-fluoro-1,2-diphenylethenyl)phenoxy]-N,N-dimethylethanamine
  参考文献：
  名称：

  Synthesis and growth inhibition activity of fluorinated derivatives of tamoxifen

  摘要：

  The design and synthesis of 11 fluorinated derivatives of tamoxifen are described. Growth inhibition values (GI(50)) on human HT-29, M21, MCF7, and MDA-MB-231 tumor cells are also reported. In general, the GI(50) values are similar or slightly higher than tamoxifen with the most active compound on MCF7 cell line having a GI(50) = 3.6 mu M. Surprisingly, as opposed to tamoxifen, both geometrical isomers behave similarly. We hypothesize that this behavior is due to in vitro isomerization of the compounds. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.057
• 作为产物：
  描述：

  [2-(4-iodophenoxy)ethyl]dimethylamine 在 正丁基锂 、 zinc(II) chloride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 2-[4-[(Z)-2-fluoro-2-phenyl-1-trimethylsilylethenyl]phenoxy]-N,N-dimethylethanamine
  参考文献：
  名称：

  Synthesis and growth inhibition activity of fluorinated derivatives of tamoxifen

  摘要：

  The design and synthesis of 11 fluorinated derivatives of tamoxifen are described. Growth inhibition values (GI(50)) on human HT-29, M21, MCF7, and MDA-MB-231 tumor cells are also reported. In general, the GI(50) values are similar or slightly higher than tamoxifen with the most active compound on MCF7 cell line having a GI(50) = 3.6 mu M. Surprisingly, as opposed to tamoxifen, both geometrical isomers behave similarly. We hypothesize that this behavior is due to in vitro isomerization of the compounds. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.057