Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Metabolism of Drugs. LXX. Further Study on Antipyrine Metabolism
吉村 英敏占野 廣司塚元 久雄
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1971 年 19 巻 1 号 p. 41-45

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In the previous paper, it was shown that antipyrine was oxidized not only to 4-hydroxyantipyrine, but also to 3-hydroxymethyl-2-methyl-1-phenyl-3-pyrazolin-5-one which was characterized on the basis of analytical and spectral data. The present study established the latter pathway, the oxidation of methyl group at 3-position of pyrazolinone ring by the chemical synthesis of authentic sample, and also demonstrated chromatographically the subsequent pathway to 2-methyl-1-phenyl-5-oxo-3-pyrazolin-3-carboxylic acid. Possible importance of this serial oxidation steps was discussed concerning with antipyrine allergy problem. By the preliminary test it was shown that 3-hydroxymethyl metabolite did not retain the antipyretic acitivity.
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© The Pharmaceutical Society of Japan
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