Abstract
4-Phenyl-3-furoxancarbonitrile (2) affords nitric oxide under the action of thiol cofactors. Two principal products were isolated in the reaction with thiophenol: the phenylcyanoglyoxime (6) and 5-amino-3-phenyl-4-(phenylthio)isoxazole (7). Mechanisms which could account for the formation of these two products are discussed. Compound 2 is an efficient activator of the rat lung soluble guanylate cyclase, displays high vasodilatory activity on strips of rat thoracic aorta precontracted with noradrenaline, and is a potent inhibitor of platelet aggregation.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Aorta, Thoracic / drug effects
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Aorta, Thoracic / physiology
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Enzyme Activation / drug effects
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Guanosine Monophosphate / pharmacology
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Guanylate Cyclase / metabolism
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Humans
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Lung / enzymology
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Male
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Mass Spectrometry
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Nitric Oxide / chemistry*
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Norepinephrine / pharmacology
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Oxadiazoles / chemistry*
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Oxadiazoles / pharmacology
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Phenols / chemistry*
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Platelet Aggregation Inhibitors / chemistry
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Platelet Aggregation Inhibitors / pharmacology
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Rats
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Rats, Wistar
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Sulfhydryl Compounds*
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Vasodilation / drug effects
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Vasodilator Agents / chemistry
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Vasodilator Agents / pharmacology
Substances
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4-phenyl-3-furoxancarbonitrile
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Oxadiazoles
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Phenols
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Platelet Aggregation Inhibitors
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Sulfhydryl Compounds
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Vasodilator Agents
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Nitric Oxide
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thiophenol
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Guanosine Monophosphate
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Guanylate Cyclase
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Norepinephrine