4,6-bis[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-1-(2-morpholin-4-ylethyl)pyrimidine-2-thione | 1551600-87-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4,6-bis[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-1-(2-morpholin-4-ylethyl)pyrimidine-2-thione
• CAS: 1551600-87-3
• 化学式: C₂₈H₃₁N₃O₅S
• 分子量: 521.637
• InChiKey: YGCFKLPNONXDHQ-FCXRPNKRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-((1E,3Z)-3-hydroxy-4-((E)-6-(4-hydroxy-3-methoxyphenyl)-2-((2-morpholinoethyl)imino)-5,6-dihydro-2H-1,3-thiazin-4-yl)buta-1,3-dien-1-yl)-2-methoxyphenol 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以52%的产率得到4,6-bis[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-1-(2-morpholin-4-ylethyl)pyrimidine-2-thione
  参考文献：
  名称：

  Design and synthesis of novel iminothiazinylbutadienols and divinylpyrimidinethiones as ARE inducers

  摘要：

  Novel iminothiazinylbutadienols and divinylpyrimidinethiones were designed and synthesized as analogues of curcumin with its diketone moiety masked as a heterocyclic adduct with thiourea. The chemical stability of these novel heterocyclic compounds was improved as compared to curcumin. They exhibit longer half-lives and do not react with nucleophilic thiols under physiological conditions. In an ARE-luciferase reporter assay, some of these new curcumin analogues are more effective ARE activators than curcumin and isothiocyanates. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.072