title: Design, synthesis, and biological evaluation of  3,4,5-trimethoxyphenyl acrylamides as antinarcotic agents.
abstract: The synthesis and biological evaluation of 3,4,5-trimethoxyphenyl acrylamides 1a-f 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 1d-f exhibited strong inhibitory effects on the morphine withdrawal syndrome in mice due to their high binding affinities with serotonergic 5-HT1A receptors.
authors: Department of Neuroscience and Medical Research Institute, School of Medicine, Ewha Womans University, Seoul, Korea.
authors: Jae-Chul
authors: JC
authors: Jung
authors: Dongguk
authors: D
authors: Min
authors: Heejeong
authors: H
authors: Kim
authors: Soyong
authors: S
authors: Jang
authors: Yongnam
authors: Y
authors: Lee
authors: WooKyu
authors: W
authors: Park
authors: Ikhlas A
authors: IA
authors: Khan
authors: Hyung-In
authors: HI
authors: Moon
authors: Mankil
authors: M
authors: Jung
authors: Seikwan
authors: S
authors: Oh
mesh_terms: D000178:Acrylamides / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D000818:Animals; D002478:Cells, Cultured; D015195:Drug Design; D004353:Drug Evaluation, Preclinical; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D008810:Mice, Inbred C57BL; D009292:Narcotic Antagonists / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D011869:Radioligand Assay; D044282:Receptor, Serotonin, 5-HT1A / Q000187:drug effects; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D000178:Acrylamides; D009292:Narcotic Antagonists; D044282:Receptor, Serotonin, 5-HT1A