An opioid agonist with preference for kappa-opioid receptors: (-)-N-cyclopropylmethylmorphinan-6-one.
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.
Schmidhammer
H
H
Institute of Organic and Pharmaceutical Chemistry, University of Innsbruck, Austria.
Trenker
E
E
Burkard
W P
WP
Eggstein-Aeppli
L
L
Hefti
F
F
Holck
M I
MI
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
D009019:Morphinans; D011957:Receptors, Opioid; D017473:Receptors, Opioid, kappa; C063970:N-cyclopropylmethylmorphinan-6-one