Reactions of Glutathione with Oxidative Intermediates of Acetaminophen

  • David W. Potter
  • Jack A. Hinson
Part of the Advances in Experimental Medicine and Biology book series (AEMB, volume 197)


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).


Horseradish Peroxidase Incubation Mixture Hepatic Necrosis Quinone Imine Benzoquinone Imine 


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Copyright information

© Plenum Press, New York 1986

Authors and Affiliations

  • David W. Potter
    • 1
  • Jack A. Hinson
    • 1
  1. 1.National Center for Toxicological ResearchJeffersonUSA

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