Hydrolysis of the model carcinogen N-(pivaloyloxy)-4-methoxyacetanilide: Involvement of N-acetyl-p-benzoquinone imine

M Novak, M Pelecanou, L Pollack

文献索引：Novak, Michael; Pelecanou, Maria; Pollack, Lee Journal of the American Chemical Society, 1986 , vol. 108, # 1 p. 112 - 120

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被引用次数: 45

摘要

Abstract: Results of kinetic,'H NMR, and HPLC studies show that N-(pivaloyloxy)-4- methoxyacetanilide (la), a model for suspected carcinogenic metabolites of phenacetin (lo), decomposes predominately into N-acetyl-p-benzoquinone imine (3) in aqueous solution. The only other product isolated from the decomposition of la is 4-methoxyacetanilide (7), which is produced in moderate yield at pH> 6.0. The available evidence indicates that ...