87266-08-8Relevant academic research and scientific papers
Synthesis of the metabolites of afloqualone and related compounds
Yamada,Otsuka,Tani,Oine
, p. 1158 - 1165 (2007/10/02)
Seven main metabolites (3-9) of afloqualone (1, 6-amino-2-fluoromethyl-3-(o-tolyl)-4(3H)-quinazoline and related 4(3H)-quinazolinone derivatives were synthesized. The metabolites 4 and 5 containing a sulfur atom were prepared by the reaction of 6-acetamid
Metabolism of afloqualone, a new centrally acting muscle relaxant, in the rat
Otsuka,Kurozumi,Furuuchi,Usuki,Kotera,Harigaya
, p. 2438 - 2450 (2007/10/02)
The metabolism of afloqualone (6-amino-2-fluoromethyl-3-(o-tolyl)-4(3H)-quinazolinone, AFQ) was studied in rats. AFQ was extensively metabolized by rats after oral administration of 3H-AFQ. Thirteen unconjugated and three conjugated metabolites were isolated from the 24-h urine. Their chemical structures were identified or characterized by infrared (IR), nuclear magnetic resonance (NMR) and mass spectrometry in comparison with synthetic samples. One of the major metabolic pathways of AFQ was acetylation at the 6-amino group followed by hydroxylation of the methyl carbons of acetyl and 2'-methyl groups. Another important metabolic pathway was the formation of sulfur-containing metabolites in which the fluorine atom at the 2-position of AFQ is replaced by a methylsulfinyl or methylsulfonyl group. These metabolites may be formed via the mercapturic acid conjugate(s) of AFQ. Five metabolites were detected in plasma 1 h after oral administration. They were the N-acetylated and hydroxylated metabolites; the sulfur-containing metabolites found in the urine were not detected in plasma.
