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Reactions of Glutathione with Oxidative Intermediates of Acetaminophen

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Biological Reactive Intermediates III

Part of the book series: Advances in Experimental Medicine and Biology ((AEMB,volume 197))

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Abstract

Acetaminophen (4’-hydroxyacetanilide) is an analgesic and antipyretic drug, which is reportedly safe at low doses, but when administered in large doses causes hepatic necrosis and renal damage in both humans and laboratory animals (1–8). Acetaminophen is thought to be metabolized to reactive intermediate(s) that cause toxic reactions and current thinking suggests that acetaminophen may be activated via a one-electron oxidation mechanisms to give N-acetyl-p-benzosemiquinone imine (9) or a two-electron oxidation to give N-acetyl-p-benzoquinone imine (10).

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© 1986 Plenum Press, New York

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Potter, D.W., Hinson, J.A. (1986). Reactions of Glutathione with Oxidative Intermediates of Acetaminophen. In: Kocsis, J.J., Jollow, D.J., Witmer, C.M., Nelson, J.O., Snyder, R. (eds) Biological Reactive Intermediates III. Advances in Experimental Medicine and Biology, vol 197. Springer, Boston, MA. https://doi.org/10.1007/978-1-4684-5134-4_71

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  • DOI: https://doi.org/10.1007/978-1-4684-5134-4_71

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4684-5136-8

  • Online ISBN: 978-1-4684-5134-4

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