Synthesis and structure-activity relationships of 2-sulfonamido-1,3,4,6,7,11b.alpha.-hexahydro-2H-benzo[a]quinolizines as .alpha.2-adrenoceptor antagonists
| Autor: | Shobna Sharma, Norman Lattimer, Keith F. Rhodes, John F. Waterfall, Terence James Ward, John F. White |
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| Rok vydání: | 1988 |
| Předmět: |
Male
Chemical Phenomena Stereochemistry Molecular Conformation Alpha (ethology) Clonidine Methoxamine Dioxanes Structure-Activity Relationship Vas Deferens Idazoxan Drug Discovery medicine Animals chemistry.chemical_classification Sulfonamides Muscles Antagonist Vas deferens Absolute configuration Yohimbine Stereoisomerism Biological activity Receptors Adrenergic alpha Rats Sulfonamide Chemistry medicine.anatomical_structure chemistry Molecular Medicine Enantiomer Quinolizines Muscle Contraction medicine.drug |
| Zdroj: | Journal of Medicinal Chemistry. 31:1421-1426 |
| ISSN: | 1520-4804 0022-2623 |
| Popis: | A series of 2-sulfonamido-1,3,4,6,7,11b alpha-hexahydro-2H-benzo[a]quinolizines were synthesized and examined for alpha 2- and alpha 1-adrenoceptor antagonist activity on the rat vas deferens and anococcygeus muscle, respectively. A number of compounds in this series were shown to be potent and selective alpha 2-adrenoceptor antagonists. Studies on the resolved enantiomers of compounds 6, 10, and 16 showed that alpha 2-adrenoceptor antagonist activity resided primarily in the 2R,11bS isomers, related to the absolute configuration of the alpha 2-antagonist yohimbine, such that the benzene ring and sulfonamide groups in this series were superimposable on the pyrrole and ester groups of yohimbine. |
| Databáze: | OpenAIRE |
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