Document Report Card

ID: ALA1122731

Journal: J Med Chem

Title: Potential synthetic codeine substitutes: (-)-3-O-aryl-N-methylmorphinans.

Authors: Mohacsi E, Hayes T, Sepinwall J.

Abstract: A series of novel O-aryl-N-methylmorphinans (7-19) were synthesized by the Ullmann reaction from levorphanol (4) in our search for a synthetic codeine (2) substitute with reduced addition liability. The compounds were evaluated for antinociceptive potency and receptor binding affinity. Among these compounds, (-)-3-phenoxy-N-methylmorphinan (7) is an orally active analgesic comparable in potency to codeine (2), which exhibits decreased physical dependence liability and longer duration of action.

CiteXplore: 6088771

DOI: 10.1021/jm00375a024