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Analysis of Sibutramine Metabolites as N-trifluoroacetamide and O-trimethylsilyl Derivatives by Gas Chromatography-Mass Spectrometry in Urine

Analysis of Sibutramine Metabolites as N-trifluoroacetamide and O-trimethylsilyl Derivatives by Gas Chromatography-Mass Spectrometry in Urine

V F Sardela, M T R Motta, M C Padilha, H M G Pereira, F R Aquino Neto

J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Oct 1;877(27):3003-11.

PMID: 19660994

Abstract:

A method for identifying the metabolites of sibutramine 1-(4(chlorophenyl)-N,N-dimethyl-alpha-(2-methylpropyl))cyclobutanemethanamine) in urine, utilizing a double derivatization strategy, with N-methyl-N-(trimethylsilyl)-trifluoroacetamide and N-methyl-bis-(trifluoroacetamide), in gas chromatography/mass spectrometry is proposed. This methodology results in mass spectra with at least three fragments in abundance superior to 20%, attending the World Anti-Doping Agency identification criteria for qualitative assays. The characterization of the derivatives was obtained through two ionization modes: Chemical Ionization and Electron Impact ionization, both in full scan mode. Sibutramine was administered to 5 (five) volunteers and the excretion profile followed for 92h. Routine analytical, hydroxy-cyclobutane-bis-nor-sibutramine which becomes the more abundant metabolite in the first 10h and hydroxy-isopropyl-bis-nor-sibutramine which becomes the most abundant after 40h, were proposed for doping monitoring.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP24589784	N-Methyl-N-(trimethylsilyl)trifluoroacetamide		24589-78-4	Price

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