title: Heteroatom analogues of hydrocodone: synthesis and biological activity.
abstract: Heteroatom analogues of hydrocodone, in which the N-methyl functionality was replaced with oxygen, sulfur, sulfoxide, and sulfone, were prepared by a short sequence from the ethylene glycol ketal of hydrocodone; a carbocyclic analogue of bisnorhydrocodone was also prepared. The compounds were tested for receptor binding and revealed moderate levels of activity for the sulfone analogue of hydrocodone.
authors: Chemistry Department and Centre for Biotechnology, Brock University, 500 Glenridge Avenue, St. Catharines, Ontario L2S 3A1, Canada.
authors: Robert D
authors: RD
authors: Giacometti
authors: Jan
authors: J
authors: Duchek
authors: Lukas
authors: L
authors: Werner
authors: Afeef S
authors: AS
authors: Husni
authors: Christopher R
authors: CR
authors: McCurdy
authors: Stephen J
authors: SJ
authors: Cutler
authors: D Phillip
authors: DP
authors: Cox
authors: Tomas
authors: T
authors: Hudlicky
mesh_terms: D000818:Animals; D016466:CHO Cells; D006224:Cricetinae; D003500:Cyclization; D004305:Dose-Response Relationship, Drug; D006801:Humans; D006853:Hydrocodone / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D009292:Narcotic Antagonists; D013329:Structure-Activity Relationship
chemical_list: D009292:Narcotic Antagonists; D006853:Hydrocodone
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