Synthesis and structure-activity relationship of spiro(isochroman-piperidine) analogs for inhibition of histamine release. III
| Autor: | Kenji Tasaka, Kiwamu Hiramatsu, Masatoshi Yamato, Kuniko Hashigaki |
|---|---|
| Rok vydání: | 1983 |
| Předmět: |
Spiro compound
Stereochemistry Histamine Antagonists Substituent In Vitro Techniques Histamine Release Structure-Activity Relationship chemistry.chemical_compound Piperidines Drug Discovery p-Methoxy-N-methylphenethylamine Animals Structure–activity relationship Moiety Spiro Compounds Mast Cells Chromans chemistry.chemical_classification Bicyclic molecule Chemistry Biological activity General Chemistry General Medicine Rats Lipophilicity Piperidine |
| Zdroj: | Chemical and Pharmaceutical Bulletin. 31:521-526 |
| ISSN: | 1347-5223 0009-2363 |
| DOI: | 10.1248/cpb.31.521 |
| Popis: | Various 1'-(o, m, and/or p-substituted benzyl) (5), 1'-(heterocyclic arylmethyl) (6), and 1'-acyl (7) analogs of spiro [isochroman-3, 4'-piperidin]-1-one were prepared and tested for inhibitory activity on the compound 48/80-induced release of histamine from mast cells. The biological results suggested that the activity is mainly affected by the lipophilicity rather than by the electrostatic character of the 1'-substituent. 4-Benzylspiro [cyclohexane-1, 3'-hexahydroisochroman]-1'-one (17) and 9-benzyl-1-oxaspiro [5.5] undecan-2-one (18) were prepared and found to be inactive, implying that the benzene moiety in the isochroman ring is essential for the activity. |
| Databáze: | OpenAIRE |
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