N-Hydroxy-AMT

N-Hydroxy-AMT, or N-HO-AMT, also known as N-hydroxy-α-methyltryptamine, is a possible psychedelic drug of the tryptamine and α-alkyltryptamine families related to α-methyltryptamine. It is the N-hydroxy derivative of AMT. The drug was not mentioned in Alexander Shulgin's 1997 book TiHKAL and its properties and effects in humans are unknown. In preclinical research, N-hydroxy-AMT produces stimulant-like effects in mice such as hyperlocomotion and antagonism of hexobarbital-induced sleeping time, pressor effects in cats, and a psychedelic-like rage reaction in cats. Unlike AMT, it is not a monoamine oxidase inhibitor in vitro. N-Hydroxy derivatives of phenethylamines such as the HOT-x series like HOT-2 as well as MDOH may act as prodrugs of their N-unsubstituted forms. The chemical synthesis and analytical detection of N-hydroxy-AMT have been described. N-Hydroxy-AMT was first described in the scientific literature by F. Benington and colleagues in 1965. It is not a controlled substance in Canada as of 2025.