Synthesis and biological evaluation of 14-alkoxymorphinans. Part 7. 14,14?-dimethoxy analogues of norbinaltorphimine: Synthesis and determination of their ? opioid antagonist selectivity
| Autor: | Ernst Ganglbauer, Helmut Schmidhammer, Jörg Mitterdorfer, Judith M. Rollinger, C. F. C. Smith |
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| Rok vydání: | 1990 |
| Předmět: |
chemistry.chemical_classification
medicine.drug_class Stereochemistry Organic Chemistry Antagonist Biological activity Biochemistry Catalysis Inorganic Chemistry chemistry.chemical_compound Polycyclic compound chemistry Drug Discovery medicine Phenols Physical and Theoretical Chemistry Receptor Selectivity Norbinaltorphimine Opioid antagonist medicine.drug |
| Zdroj: | Helvetica Chimica Acta. 73:1779-1783 |
| ISSN: | 1522-2675 0018-019X |
| DOI: | 10.1002/hlca.19900730622 |
| Popis: | The bimorphinans 6 and 7 have been prepared from 14-O-methylnaloxone (2) and 14-O-methylnaltrexone (3), respectively. The known compounds 2 and 3 were synthesized by a different route than the route described. Bimorphinan 7 possessed a similar χ receptor affinity to norbinaltorphimine (1) but had a reduced selectivity due to marked increases in μ and δ receptor affinity. Bimorphinan 6 was both a less selective and less potent χ antagonist than 1. |
| Databáze: | OpenAIRE |
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