title: Synthesis and analgetic activity of sulfur-containing morphinans and related compounds.
abstract: 3-Acylthiomorphinans, 3-carbamoylthio-3-deoxydihydromorphine and 3-benzoylthio-9-aza-17-carbamorphinan were synthesized by Newman-Kwart rearrangement of the corresponding O-thiocarbamates. The analgetic activities were lower than that of pentazocine, and the opioid receptor binding affinities were very weak. These acylthiomorphinans showed low antinociceptive activity compared with corresponding sulfur-containing benzomorphans. 3-Carbamoylthio-deoxydihydromorphine had no significant analgetic activity.
authors.forename: M
authors.initials: M
authors.lastname: Hori
authors.forename: T
authors.initials: T
authors.lastname: Iwamura
authors.forename: E
authors.initials: E
authors.lastname: Imai
authors.forename: H
authors.initials: H
authors.lastname: Shimizu
authors.forename: T
authors.initials: T
authors.lastname: Kataoka
authors.forename: M
authors.initials: M
authors.lastname: Nozaki
authors.forename: M
authors.initials: M
authors.lastname: Niwa
authors.forename: H
authors.initials: H
authors.lastname: Fujimura
mesh_terms: D000700:Analgesics / Q000138:chemical synthesis*; D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D066298:In Vitro Techniques; D009019:Morphinans / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats
chemical_list: D000700:Analgesics; D009019:Morphinans