Yoshimura Hidetoshi, Shimeno Hiroshi, T. Hisao
Aug 1, 1968
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Journal
Biochemical Pharmacology
Abstract
Abstract The metabolism of antipyrine (2,3-dimethyl-1-phenyl-3-pyrazolin-5-one) has been investigated in various animal species (rats, mice, guinea pigs and rabbits) and in men. It was found that all of the species examined, including man, excreted a considerable amount of a new metabolite together with the known metabolite, 4-hydroxyantipyrine, and the unchanged drug. This new metabolite was isolated as crystals from the urine of medicated rats and was characterized as 3-hydroxymethyl-2-methyl-l-phenyl-3-pyrazolin-5-one on the basis of analytical and spectral data (ultraviolet, infrared and nuclear magnetic resonance). From the results of thin-layer chromatography (TLC), it was concluded that this metabolite is excreted into urine more in the free than in the conjugated form.