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Identification of fentanyl metabolites in rat urine by gas chromatography-mass spectrometry with stable-isotope tracers

Journal Article · · Drug Metab. Dispos.; (United States)
OSTI ID:6374065
; ; ; ; ; ;

The metabolites of fentanyl (l), which has been widely used as a neuroleptic analgesic agent, were identified in urine of rats by gas chromatography-mass spectrometry combined with a stable-isotope tracer technique. After the oral administration of an equimolar mixture of l and deuterium-labeled l (l/l-d5), the urinary metabolites were extracted with chloroform at pH 9.0. Extracts were derivatized and analyzed by GC/MS. Metabolites were identified by the presence of doublet ion peaks separated by 5 amu, and chemical structures were established from analyses of fragmentation pathways. The metabolites were identified as 4-N-(N-propionylanilino)-piperidine, 4-N-(N-hydroxypropionylanilino)piperidine, 4-N-(N-propionylanilino) hydroxypiperidine, 1-(2-phenethyl)-4-N-(N-hydroxypropionylanilino)piperidine and 1-(2-phenethyl)-4-N-(N-propionylanilino)hydroxypiperidine. These metabolites, together with unchanged l, were also detected in urine of rats receiving l/l-d5 intravenously, by selected-ion monitoring of the specific cluster ions.

Research Organization:
Department of Pharmaceutics, Faculty of Pharmaceutical Sciences, University of Tokushima, Japan
OSTI ID:
6374065
Journal Information:
Drug Metab. Dispos.; (United States), Journal Name: Drug Metab. Dispos.; (United States) Vol. 10:5; ISSN DMDSA
Country of Publication:
United States
Language:
English

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Related Subjects

550201 -- Biochemistry-- Tracer Techniques
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560305* -- Chemicals Metabolism & Toxicology-- Vertebrates-- (-1987)
59 BASIC BIOLOGICAL SCIENCES
62 RADIOLOGY AND NUCLEAR MEDICINE
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
ANALGESICS
ANIMALS
BIOLOGICAL MATERIALS
BIOLOGICAL WASTES
BODY FLUIDS
CENTRAL NERVOUS SYSTEM DEPRESSANTS
CHEMICAL ANALYSIS
DEUTERIUM COMPOUNDS
DRUGS
HYDROGEN COMPOUNDS
MAMMALS
MATERIALS
METABOLISM
METABOLITES
NARCOTICS
PHARMACOLOGY
QUALITATIVE CHEMICAL ANALYSIS
RATS
RODENTS
URINE
VERTEBRATES
WASTES