5'-hydroxycotinine-N-oxide, a new nicotine metabolite isolated from rat urine.
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.
Schepers
G
G
INBIFO Institut für biologische Forschung, Cologne, Germany.
Demetriou
D
D
Stabbert
R
R
Diehl
B
B
Seeman
J I
JI
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
C401641:5'-hydroxycotinine-N-oxide; D009538:Nicotine; D003367:Cotinine