Yes there is good evidence that acetaminophen (the active ingredient in Tylenol) can deplete glutathione under certain conditions. But whether that matters depends on dose, duration, and individual factors. Tylenol & Liver Health: Glutathione Boost Chronic Glutathione Depletion Confers Protection against Alcohol induced Steatosis: Implication for Redox Activation of AMP activated Protein Kinase Pathway Scientific Reports Tylenol And Glutathione Invigor Medical The biochemistry of acetaminophen hepatotoxicity and rescue: a mathematical model Theoretical Biology and Medical Modelling Springer Nature Link