title: Identification of the major degradation product of 1-propyl-3,5-diethyl-6-chlorouracil in rabbits and mechanism of the formation of bicyclic barbituric acid metabolites.
abstract: The major degradation product of 1-propyl-3,5-diethyl-6-chlorouracil in rabbits is identified as 6,8-diethyl-2-methyl-tetrahydrooxazolo[3,2-c]pyrimidine-5,7(4H,6H)-dione. The mechanism of the formation of this bicyclic barbituric acid derivative is discussed. The biotransformation takes place via substitution of the chlorine by beta- and not by alpha-hydroxy group of the intermediate hydroxypropane.
mesh_terms: D000818:Animals; D001463:Barbiturates / Q000378:metabolism; D001711:Biotransformation; D008401:Gas Chromatography-Mass Spectrometry; D008297:Male; D011817:Rabbits; D014498:Uracil / Q000031:analogs & derivatives* / Q000378:metabolism
chemical_list: D001463:Barbiturates; C035518:1-propyl-3,5-diethyl-6-chlorouracil; D014498:Uracil