Design, synthesis, and biological evaluation of 3,4,5-trimethoxyphenyl acrylamides as antinarcotic agents

Jae Chul Jung, Dongguk Min, Heejeong Kim, Soyong Jang, Yongnam Lee, Wookyu Park, Ikhlas A. Khan, Hyung In Moon, Mankil Jung, Seikwan Oh

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

The synthesis and biological evaluation of 3,4,5-trimethoxyphenyl acrylamides 1af as novel antinarcotic agents are described. The molecules were prepared by the Wittig reaction, followed by a coupling reaction between 3,4,5-trimethoxycinnamic acid (9) and aliphatic amines, which resulted in good yields. When tested for biological activity, compounds 1df exhibited strong inhibitory effects on the morphine withdrawal syndrome in mice due to their high binding affinities with serotonergic 5-HT1A receptors.

Original languageEnglish
Pages (from-to)38-43
Number of pages6
JournalJournal of Enzyme Inhibition and Medicinal Chemistry
Volume25
Issue number1
DOIs
StatePublished - Feb 2010

Keywords

  • 3,4,5-trimethoxyphenyl acrylamides
  • Antinarcotic activity
  • Coupling synthesis
  • Morphine withdrawal syndrome
  • Wittig reaction

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