title: 6-(2-Phenylethyl)nicotine: a novel nicotinic cholinergic receptor ligand.
abstract: 6-(2-Phenylethyl)nicotine (1b; K(i)=15 nM) was unexpectedly found to bind at alpha4beta2 nicotinic cholinergic (nACh) receptors. Although this compound failed to produce nicotine-like agonist action in several functional assays, 1b antagonized the antinociceptive effects of nicotine (mouse tail-flick assay) in a dose-dependent fashion when administered via an intrathecal route.
authors.affiliation: Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA 23298-0540, USA.
authors.forename: Anna
authors.initials: A
authors.lastname: Ramunno
authors.forename: Małgorzata
authors.initials: M
authors.lastname: Dukat
authors.forename: Mase
authors.initials: M
authors.lastname: Lee
authors.forename: Richard
authors.initials: R
authors.lastname: Young
authors.forename: Mohamed
authors.initials: M
authors.lastname: El-Zahabi
authors.forename: M Imad
authors.initials: MI
authors.lastname: Damaj
authors.forename: Billy
authors.initials: B
authors.lastname: Martin
authors.forename: Richard A
authors.initials: RA
authors.lastname: Glennon
mesh_terms: D000700:Analgesics / Q000037:antagonists & inhibitors; D000818:Animals; D018678:Cholinergic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D008024:Ligands; D008297:Male; D051379:Mice; D008813:Mice, Inbred ICR; D009538:Nicotine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D011978:Receptors, Nicotinic / Q000187:drug effects*; D013329:Structure-Activity Relationship
chemical_list: C504259:6-(2-phenylethyl)nicotine; D000700:Analgesics; D018678:Cholinergic Agents; D008024:Ligands; D011978:Receptors, Nicotinic; C403531:nicotinic receptor alpha4beta2; D009538:Nicotine