Narcotic antagonists. Synthesis and evaluation of some subsituted 1,2,3,4,5,6-hexahydro-1,4:2,6-dimethano-3-benzazocines

J Med Chem. 1977 Mar;20(3):453-6. doi: 10.1021/jm00213a027.

Abstract

A seres of (+/-)-N-substituted 6-ethyl-or -methyl-8-hydroxy-1,2,3,4,5,6-hexahydro-1,4:2,6-dimethano-3-benzazocines has been prepared from 6 hydroxytropinone. The N-cyclopropylmethyl compounds 10a and 10b were found to be strong narcotic antagonists approximately equivalent to nalorphine. Only slight analgetic activity was found in any of these compounds including the two N-methyl analogues.

Publication types

  • Comparative Study

MeSH terms

  • Analgesics / chemical synthesis
  • Animals
  • Azocines / chemical synthesis*
  • Azocines / pharmacology
  • Azocines / toxicity
  • Methods
  • Mice
  • Morphine / antagonists & inhibitors
  • Narcotic Antagonists / chemical synthesis*
  • Narcotic Antagonists / toxicity
  • Structure-Activity Relationship

Substances

  • Analgesics
  • Azocines
  • Narcotic Antagonists
  • Morphine