Stereochemical analysis of methorphan using (-)-menthyl chloroformate.

Autor: Koo C; School of Pharmacy and Medical Sciences, University of South Australia, Adelaide, SA, Australia., Cox M, Klass G, Johnston M
Jazyk: angličtina
Zdroj: Journal of forensic sciences [J Forensic Sci] 2012 Nov; Vol. 57 (6), pp. 1549-55. Date of Electronic Publication: 2012 May 07.
DOI: 10.1111/j.1556-4029.2012.02162.x
Abstrakt: Forensic laboratories around the world have seen an increase in the number of drug seizures containing methorphan. Levomethorphan is a narcotic and a controlled substance, and its enantiomer dextromethorphan is an antitussive agent used in over-the-counter medications. For the forensic analysis of seized drugs containing methorphan, it is important to report the stereochemical composition of the drug. Ideally, a method based on common forensic laboratory instrumentation is desirable. The use of the chiral derivatizing agent (-)-menthyl chloroformate followed by routine gas chromatography-mass spectrometry analysis of the derivative was shown to successfully determine the stereochemical composition of methorphan. This approach was applied to a street seizure containing methorphan proving that it was pure dextromethorphan. The derivatives of dextro- and levomethorphan were subjected to mass spectroscopic and nuclear magnetic resonance analysis, which confirmed that the structure of the derivatives remained unchanged as a result of the derivatization process.
(© 2012 American Academy of Forensic Sciences.)
Databáze: MEDLINE
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