Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Aryl Hydroxylation of 3-Methylacetanilide [4-2(3)H] by Several Model Systems
YUKIO MORIKAZUMI TOYOSHISHIGEO BABA
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1976 Volume 24 Issue 6 Pages 1387-1390

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Abstract
The reactions of tritiated or deuterated 3-methylacetanilide with photolysis of pyridine-N-oxide, m-chloroperbenzoic acid, photolysis of hydrogen peroxide and the Fenton or Udenfriend system has been investigated. The retention of tritium (21%) obtained on the 4-hydroxylation of 3-methylacetanilide-4-3H with pyridine-N-oxide photolysis is corresponding to the tritium retention in the enzymic hydroxylation by rat in vivo and in vitro metabolisms, and the retention value (12%) observed in the reaction with m-chloroperbenzoic acid to the results obtained in the metabolism by rat pretreated with 3, 4-benzpyrene or 3-methylcholanthrene. Isotopic hydrogen in the 3-methyl-4-hydroxyacetanilide produced from 3-methylacetanilide-4-2(3)H by Fenton or Udenfriend system was also retained. The reactions with these systems under a few conditions are presented.
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© The Pharmaceutical Society of Japan
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