4-Anilidopiperidine analgesics. 3. 1-Substituted 4-(propananilido)perhydroazepines as ring-expanded analogs
| Autor: | T N Riley, Z G Finney |
|---|---|
| Rok vydání: | 1980 |
| Předmět: |
Male
Substance-Related Disorders OPIATE ANTAGONISTS Analgesic Pharmacology Ring (chemistry) Mice Structure-Activity Relationship chemistry.chemical_compound Piperidines Drug Discovery medicine Animals Humans Structure–activity relationship Potency Analgesics Mice Inbred ICR Morphine Naloxone Azepines chemistry Molecular Medicine 4-anilidopiperidine Piperidine medicine.drug |
| Zdroj: | Journal of Medicinal Chemistry. 23:895-899 |
| ISSN: | 1520-4804 0022-2623 |
| DOI: | 10.1021/jm00182a016 |
| Popis: | A study of ring-expanded analogues of the 4-(propananilido)piperidine analgesics has been undertaken in order to evaluate the influence of this structural modification on both analgesic activity and physical-dependence capacity. Thus, a series of 1-substituted 4-(propananilido)perhydroazepine derivatives was synthesized and pharmacologically evaluated in mice for analgesic activity and physical-dependence capacity. The results of this study indicate that the ring-expanded analogues of the 4-(propananilido)piperidines retain a relatively high degree of analgesic potency, except in the case of the 1-phenylethylated analogue which is approximately 150-fold less potent than the correspondingly 1-substituted piperidine analgesic. Evaluation of physical-dependence capacity of the most potent 1-substituted 4-(propananilido)perhydroazepines reveals no significant difference for these compounds as compared with morphine. The 4-(propananilido)perhydroazepines having 1-substitutents in common with known opiate antagonists failed to exhibit antagonism of morphine analgesia. |
| Databáze: | OpenAIRE |
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