Synthesis and opiate receptor binding properties of 17-methyl-6,7-dehydro-3,14-dihydroxy-4,5alpha-epoxy-6,7:4',5'-pyrimidin omorphinans

Bioorg Med Chem Lett. 1999 Dec 6;9(23):3375-80. doi: 10.1016/s0960-894x(99)00608-3.

Abstract

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.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Morphinans / chemical synthesis*
  • Morphinans / metabolism
  • Morphinans / pharmacology
  • Narcotic Antagonists
  • Receptors, Opioid / agonists
  • Receptors, Opioid / metabolism*
  • Structure-Activity Relationship

Substances

  • Morphinans
  • Narcotic Antagonists
  • Receptors, Opioid