Synthesis and opiate receptor binding properties of 17-methyl-6,7-dehydro-3,14-dihydroxy-4,5alpha-epoxy-6,7:4',5'-pyrimidin omorphinans.
A class of opioid receptor active derivatives of oxymorphone has been synthesized using a common enaminone intermediate. The derivatives have heterocyclic groups fused to the 6,7-positions of the morphinan system and all were synthesized in high yield. A pyrazolo derivative is an agonist for the mu and delta receptors and an antagonist for the kappa receptor.
Xu
W
W
College of Pharmacy, University of Illinois at Chicago, 60612-7231, USA.
Huang
L F
LF
Bauer
L
L
Bhargava
H N
HN
Dunn
W J
WJ
D009019:Morphinans / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D009292:Narcotic Antagonists; D011957:Receptors, Opioid / Q000819:agonists / Q000378:metabolism*; D013329:Structure-Activity Relationship
D009019:Morphinans; D009292:Narcotic Antagonists; D011957:Receptors, Opioid