title: 5'-hydroxycotinine-N-oxide, a new nicotine metabolite isolated from rat urine.
abstract: 1. 5'-Hydroxycotinine-N-oxide, 5-(3-pyridyl-N-oxide)-5-hydroxy-1-methyl-pyrrolidone-2, was identified as a new in vivo metabolite of nicotine. 2. The new metabolite was isolated from the urine of rats treated with S-nicotine and characterized using chemical and spectrometric methods. 3. 5'-Hydroxycotinine-N-oxide was synthesized and characterized by MS and by infrared as well as 1H- and 13C-NMR spectroscopy. 4. Identity of the new metabolite with synthetic 5'-hydroxycotinine-N-oxide was demonstrated by comparing the MS and 1H-NMR spectroscopy data as well as by co-chromatography of a spiked urine sample.
authors.affiliation: INBIFO Institut für biologische Forschung, Cologne, Germany.
authors.forename: G
authors.initials: G
authors.lastname: Schepers
authors.forename: D
authors.initials: D
authors.lastname: Demetriou
authors.forename: R
authors.initials: R
authors.lastname: Stabbert
authors.forename: B
authors.initials: B
authors.lastname: Diehl
authors.forename: J I
authors.initials: JI
authors.lastname: Seeman
mesh_terms: D000818:Animals; D002851:Chromatography, High Pressure Liquid; D003367:Cotinine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000652:urine; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D013058:Mass Spectrometry; D015394:Molecular Structure; D009538:Nicotine / Q000378:metabolism* / Q000494:pharmacology; D051381:Rats; D017207:Rats, Sprague-Dawley
chemical_list: C401641:5'-hydroxycotinine-N-oxide; D009538:Nicotine; D003367:Cotinine