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2011 | OriginalPaper | Chapter

14-Amino-4,5-Epoxymorphinan Derivatives and Their Pharmacological Actions

Authors : John W. Lewis, Stephen M. Husbands

Published in: Chemistry of Opioids

Publisher: Springer Berlin Heidelberg

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Abstract

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.

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previous chapter Synthesis of 14-Alkoxymorphinan Derivatives and Their Pharmacological Actions

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Title: 14-Amino-4,5-Epoxymorphinan Derivatives and Their Pharmacological Actions
Authors: John W. Lewis
Stephen M. Husbands
Publisher: Springer Berlin Heidelberg
Book: Chemistry of Opioids
Print ISBN: 978-3-642-18106-1

Electronic ISBN: 978-3-642-18107-8

Copyright Year: 2011
DOI: https://doi.org/10.1007/128_2010_89