Journal Article

Quantitative Gas Chromatographic Analysis of 3-Cyano-3,3-Diphenylpropionic Acid, the Acidic Metabolite of Bezitramide (Burgodin<sup>®</sup>), in Urine

Siegrid M. De Baere, Willy E. Lambert, Jan F. Van Bocxlaer and André P. De Leenheer

in Journal of Analytical Toxicology

Volume 20, issue 3, pages 159-164
Published in print May 1996 | ISSN: 0146-4760
e-ISSN: 1945-2403 | DOI: http://dx.doi.org/10.1093/jat/20.3.159
Quantitative Gas Chromatographic Analysis of 3-Cyano-3,3-Diphenylpropionic Acid, the Acidic Metabolite of Bezitramide (Burgodin®), in Urine

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A sensitive gas chromatographic procedure with nitrogen—phosphorus detection was developed for the quantitative determination of 3-cyano-3,3-diphenylpropionic acid, the acidic metabolite of the narcotic analgesic bezitramide (Burgodiny®). Gas chromatography with mass spectrometric detection was used for confirmation. An internal standard, 5-cyano-5,5-diphenylvaleric acid, was synthesized and purified in our laboratory. The compound was extracted from 5 mL of hydrolyzed urine with n-hexane—ethyl acetate (85:15, v/v). Derivatization of the extract with an ethereal diazomethane solution was performed immediately before chromatographic analysis. Under the described conditions, the quantitation limit for 3-cyano-3,3-diphenylpropionic acid in urine was 10 ng/mL The extraction recovery was 82%. The calibration graph was linear over the concentration range from 10 to 500 ng/mL; at a 100-ng/mL concentration, within-day and day-to-day percent coefficients of variation of 1.9 and 3.7%, respectively, were obtained. Urine samples from 16 persons suspected of using bezitramide were analyzed, and they revealed metabolite concentrations that ranged from 10.5 to 88 ng/mL.

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Subjects: Medical Toxicology ; Toxicology (Non-medical)

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