## Abstract The 14β__O__βbenzylnaltrexones **3**β**6** were prepared from naltrexone (**2**) in several steps. The novel compounds were biologically evaluated in radioligand binding and in [^35^S]GTP__Ξ³__S functional assays in comparison to the reference compound naltrexone. In the binding assay, c
Synthesis and Biological Evaluation of 14-Alkoxymorphinans. Part 19. Effect of 14-O-Benzylation on the Opioid Receptor Affinity and Antagonist Potency of Naltrexone.
β Scribed by Falko Schuellner; Ruth Meditz; Roland Krassing; Guenther Morandell; Valery N. Kalinin; Ellen Sandler; Mariana Spetea; Angela White; Helmut Schmidhammer; Ilona P. Berzetei-Gurske
- Publisher
- John Wiley and Sons
- Year
- 2003
- Weight
- 58 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0931-7597
No coin nor oath required. For personal study only.
π SIMILAR VOLUMES
Ethyl-5-methylnaloxone (7) and 14-0-ethyl-5-methylnaltrexone (8) have been prepared starting from 14-0-ethyl-5-methyloxycodone (9) in several steps. Both, 7 and 8, were found to be opioid antagonists in vitro and in vivo. Compound 7 exhibited some selectivity forp opioid receptors, whereas compound
R'
## R" R3 H
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,