14-amino-4,5-epoxymorphinan derivatives and their pharmacological actions

John W. Lewis, Stephen M. Husbands

Research output: Chapter or section in a book/report/conference proceedingChapter or section

10 Citations (SciVal)


14-Hydroxy-7,8-dihydromorphinone (oxymorphone) and its derivatives (oxycodone, naloxone, naltrexone) have become among the most important clinical agents to have been produced from opium. 14-Aminocodeinone and its 7,8-dihydro and morphinone derivatives are of more recent origin thanks to the work of Professor Gordon Kirby and his collaborators. The 14-amino parent compounds have proved of limited interest but their 14-acylamino- and 14-alkylamino derivatives have been extensively studied. The 4′ -substituted cinnamoylamino-17-cyclopropylmethyl-7,8-dihydronormorphinones, C-CAM and M-CAM are the best available selective MOR irreversible antagonists and the related dihydrocodeinone MC-CAM, 4′-chlorocinnamoylamino-17-cyclopropylmethyl-7,8- dihydronorcodeinone, is a long-acting MOR partial agonist with extended MOR-pseudoirreversible antagonist activity that could be a candidate for pharmacotherapy of opiate abuse/dependence.

Original languageEnglish
Title of host publicationChemistry of Opioids
EditorsHiroshi Nagase
PublisherSpringer Berlin Heidelberg
Number of pages27
ISBN (Electronic)978-3-642-18107-8
ISBN (Print)9783642181061
Publication statusPublished - 4 Feb 2011

Publication series

NameTopics in Current Chemistry
ISSN (Print)0340-1022


  • Agonist
  • Antagonist
  • Epoxymorphinan
  • MOR
  • Opioid

ASJC Scopus subject areas

  • Chemistry(all)


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