Abstract
A series of novel 5-substituted 1H-tetrazoles as cyclooxygenase-2 (COX-2) inhibitors was prepared via treatment of various diaryl amides with tetrachlorosilane/sodium azide. All compounds were tested in cyclooxygenase (COX) assays in vitro to determine COX-1 and COX-2 inhibitory potency and selectivity. Tetrazoles contained a methylsulfonyl or sulfonamide group as COX-2 pharmacophore displayed only low inhibitory potency towards COX-2. Most potent compounds showed IC(50) values of 6 and 7 μM for COX-2. All compounds showed IC(50) values greater 100 μM for COX-1 inhibition.
Copyright © 2012 Elsevier Ltd. All rights reserved.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Amides / chemistry
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Biological Assay
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Celecoxib
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Chlorides / chemistry
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Cyclooxygenase 2 / metabolism*
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Cyclooxygenase 2 Inhibitors / chemical synthesis*
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Cyclooxygenase 2 Inhibitors / pharmacology
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Drug Design
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Humans
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Models, Molecular
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Pyrazoles / pharmacology
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Silicon Compounds / chemistry
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Sodium Azide / chemistry
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Structure-Activity Relationship
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Sulfonamides / pharmacology
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Tetrazoles / chemical synthesis*
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Tetrazoles / pharmacology
Substances
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Amides
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Chlorides
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Cyclooxygenase 2 Inhibitors
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Pyrazoles
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Silicon Compounds
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Sulfonamides
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Tetrazoles
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Sodium Azide
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silicon tetrachloride
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Cyclooxygenase 2
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Celecoxib