(E)-1,4-bis-[3,5-bis((E)-2-fluorobenzylidene)-4-oxo-piperidin-1-yl]-2-butene-1,4-dione | 1194090-89-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (E)-1,4-bis-[3,5-bis((E)-2-fluorobenzylidene)-4-oxo-piperidin-1-yl]-2-butene-1,4-dione
• CAS: 1194090-89-5
• 化学式: C₄₂H₃₀F₄N₂O₄
• 分子量: 702.705
• InChiKey: UPEBKXOWVQNQPD-NXEJMNRPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.26
• 重原子数：
  52.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  74.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (E,E)-3,5-bis(2-fluorobenzylidene)-4-piperidone acetate 、 反丁烯二酰氯 在 三乙胺 作用下， 以 1,2-二氯乙烷 为溶剂， 以70%的产率得到(E)-1,4-bis-[3,5-bis((E)-2-fluorobenzylidene)-4-oxo-piperidin-1-yl]-2-butene-1,4-dione
  参考文献：
  名称：

  Synthesis and structural determination of 3,5-bis(2-fluorobenzylidene)-4-piperidone analogs of curcumin

  摘要：

  Analogs of cytotoxic compound 3,5-bis(2-fluorobenzylidene)-4-piperidone (1) were synthesized and their molecular structures were characterized by H-1, C-13 NMR, ESI-MS, IR spectra and X-ray crystallography. The central ring of the piperidin-4-one ring assumes a sofa conformation with two benzylidene rings connected through E, E oriented groups. The compound 1 crystallized in triclinic space group P (1) over bar. In order to obtain potentially more efficacious compounds, three dimers of 3,5-bis(2-fluorobenzylidene)-4-piperidone were synthesized. The two molecules of 1 were conjugated together via -N-oxalyl-N- (3), -N-fumaryl-N- (4) or -N-DTPA-N- (5) linkers. Compound 3 crystallized in monoclinic space group P2(1)/n. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2009.07.016