(E)-3-(2,3-dimethoxyphenyl)-1-(4-(methylthio)phenyl)prop-2-en-1-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-3-(2,3-dimethoxyphenyl)-1-(4-(methylthio)phenyl)prop-2-en-1-one
• 英文别名: 3-(2,3-Dimethoxyphenyl)-1-[4-(methylsulfanyl)phenyl]-2-propen-1-one；(E)-3-(2,3-dimethoxyphenyl)-1-(4-methylsulfanylphenyl)prop-2-en-1-one
• 化学式: C₁₈H₁₈O₃S
• 分子量: 314.405
• InChiKey: WPVLMUBZJGDVJD-FMIVXFBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  60.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-甲硫基苯乙酮 、 2,3-二甲氧基苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以83%的产率得到(E)-3-(2,3-dimethoxyphenyl)-1-(4-(methylthio)phenyl)prop-2-en-1-one
  参考文献：
  名称：

  Design and synthesis of novel chalcones as potent selective monoamine oxidase-B inhibitors

  摘要：

  A novel series of substituted chalcones were designed and synthesized to be evaluated as selective human MAO-B inhibitors. A combination of either methylsulfonyl or trifluoromethyl substituents on the aromatic ketone moiety with a benzodioxol ring on the other end of the chalcone scaffold was investigated. The compounds were tested for their inhibitory activities on both human MAO-A and B. All compounds appeared to be selective MAO-B inhibitors with K-i values in the micromolar to sub-micromolar range. Molecular modeling studies have been performed to get insight into the binding mode of the synthesized compounds to human MAO-B active site. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.02.038

文献信息

• Design and synthesis of novel chalcones as potent selective monoamine oxidase-B inhibitors
  作者：Arwa Hammuda、Raed Shalaby、Stefano Rovida、Dale E. Edmondson、Claudia Binda、Ashraf Khalil

  DOI：10.1016/j.ejmech.2016.02.038

  日期：2016.5

  A novel series of substituted chalcones were designed and synthesized to be evaluated as selective human MAO-B inhibitors. A combination of either methylsulfonyl or trifluoromethyl substituents on the aromatic ketone moiety with a benzodioxol ring on the other end of the chalcone scaffold was investigated. The compounds were tested for their inhibitory activities on both human MAO-A and B. All compounds appeared to be selective MAO-B inhibitors with K-i values in the micromolar to sub-micromolar range. Molecular modeling studies have been performed to get insight into the binding mode of the synthesized compounds to human MAO-B active site. (C) 2016 Elsevier Masson SAS. All rights reserved.