title: An opioid agonist with preference for kappa-opioid receptors: (-)-N-cyclopropylmethylmorphinan-6-one.
abstract: N-Cyclopropylmethyl- and N-cyclobutylmethylmorphinan-6-one (3 and 4, respectively) were prepared from N-methylmorphinan-6-one. The pharmacological studies showed 3 and 4 to be potent opioid agonists. Compound 3 was found to have preference for kappa rather than mu opioid receptors.
authors.affiliation: Institute of Organic and Pharmaceutical Chemistry, University of Innsbruck, Austria.
authors.forename: H
authors.initials: H
authors.lastname: Schmidhammer
authors.forename: E
authors.initials: E
authors.lastname: Trenker
authors.forename: W P
authors.initials: WP
authors.lastname: Burkard
authors.forename: L
authors.initials: L
authors.lastname: Eggstein-Aeppli
authors.forename: F
authors.initials: F
authors.lastname: Hefti
authors.forename: M I
authors.initials: MI
authors.lastname: Holck
mesh_terms: D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D066298:In Vitro Techniques; D051379:Mice; D009019:Morphinans / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats; D011957:Receptors, Opioid / Q000187:drug effects* / Q000378:metabolism; D017473:Receptors, Opioid, kappa
chemical_list: D009019:Morphinans; D011957:Receptors, Opioid; D017473:Receptors, Opioid, kappa; C063970:N-cyclopropylmethylmorphinan-6-one