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. Frontiers Acetaminophen induced liver injury: Molecular mechanism and treatments from natural products Liver injury induced by paracetamol and challenges associated with intentional and unintentional use Sex differences in glutathione metabolism and acetaminophen toxicity