2,2'-((((carboxymethyl)azanediyl)bis(ethane-2,1-diyl))bis((2-(3,5-bis((E)-2-fluorobenzylidene)-4-oxopiperidin-1-yl)-2-oxoethyl)azanediyl))diacetic acid | 1194090-90-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2,2'-((((carboxymethyl)azanediyl)bis(ethane-2,1-diyl))bis((2-(3,5-bis((E)-2-fluorobenzylidene)-4-oxopiperidin-1-yl)-2-oxoethyl)azanediyl))diacetic acid
• CAS: 1194090-90-8
• 化学式: C₅₂H₄₉F₄N₅O₁₀
• 分子量: 979.982
• InChiKey: QJXBTRFLJFLYPR-NCJOMTNVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.86
• 重原子数：
  71.0
• 可旋转键数：
  20.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  196.38
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  (E,E)-3,5-bis(2-fluorobenzylidene)-4-piperidone acetate 、 二亚乙基三胺五乙酸二酐 在 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 以91%的产率得到2,2'-((((carboxymethyl)azanediyl)bis(ethane-2,1-diyl))bis((2-(3,5-bis((E)-2-fluorobenzylidene)-4-oxopiperidin-1-yl)-2-oxoethyl)azanediyl))diacetic acid
  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