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Metabolites and analogs of 2-ethyl-2,3-dihydro-5-benzofuranacetic acid (furofenac): Chemical and pharmacological properties

✍ Scribed by Claudio Casalini; Giuseppe Mascellani; Gianfranco Tamagnone; Giulia Cesarano; Angelo Giumanini

Publisher
John Wiley and Sons
Year
1980
Tongue
English
Weight
447 KB
Volume
69
Category
Article
ISSN
0022-3549

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✦ Synopsis

The in uiuo metabolism of 2-ethyl-2,3-dihydro-5-benzofuranacetic acid (furofenac), a new drug, was studied in rats, dogs, and humans. The drug has antiplatelet-aggregation activity and anti-inflammatory activity combined with low dcerogenic power. Hydroxylated derivatives and analogous compounds were prepared, and their syntheses and chemical characteristics are described. TLC, GLC, high-pressure liquid chromatography, and GLC-mass spectrometry were applied to urine extracts, and authentic synthetic specimens were used for comparison. The products identified in human and dog urine were mainly conjugation compounds of the drug, while the products in rat urine were hydroxylated derivatives. Some pharmacological characteristics of the metabolites are discussed.

Keyphrases 0 2-Ethyl-2,3-dihydro-5-benzofuranacetic acid-in uiuo metabolism, rats, dogs, humans Drug metabolism-2-ethyl-2,3-dihydro-5-benzofuranacetic acid, in uiuo, rats, dogs, humans Anti-inflammatory agents-2-ethyl-2.3-dihydro-5-benzofuranacetic acid, in uiuo metabolism, rats, dogs, humans

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The electron impact induced fragmentations of the title compound, its methyl ester, its three hydroxy derivatives, namely, 3-hydroxy a-and (3-hydroxy, their acetyl methyl esters and its 2,3-dehydro derivative, have been studied in detail. Among the uncommon features of the observed processes were me