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Synthesis and Biological Evaluation of 14-Alkoxymorphinans Part 4 opioid agonists and partial opioid agonists in a series of N-(cyclobutylmethyl)-14-methoxymorphinan-6-ones

✍ Scribed by Helmut Schmidhammer; Willy P. Burkard; Lislott Eggstein-Aeppli


Publisher
John Wiley and Sons
Year
1989
Tongue
German
Weight
522 KB
Volume
72
Category
Article
ISSN
0018-019X

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✦ Synopsis


The N-(cyclobutylmethy1)morphinans 12, 19, 20, 21, 27, and 29 and the N-(2-cyanoethyl) analogue 33 were prepared from different precursors. Pharmacological evaluation (e.g. opioid receptor binding assays, acetic-acid writhing test, hot-plate assay) points to a partial opioid agonism of compounds 12, 27, 29, and 33, and to full opioid agonism of compounds 1P-21. ') Part 3: 111.


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Introduction. -5-Methyloxymorphone ( = 14-hydroxymetopon; 1) was found to possess slightly less opioid-agonist properties than oxymorphone (2) [2]. When compared to the highly potent opioid agonist 14-0-methyloxymorphone (3