N-Hydroxy-AMT
Pharmaceutical compound
From Wikipedia, the free encyclopedia
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 (AMT).[1] It is the N-hydroxy derivative of AMT.[1] The drug was not mentioned in Alexander Shulgin's 1997 book TiHKAL (Tryptamines I Have Known and Loved) and its properties and effects in humans are unknown.[2] 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.[1][3][4] Unlike AMT, it is not a monoamine oxidase inhibitor (MAOI) in vitro.[1] 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.[5] The chemical synthesis[1] and analytical detection of N-hydroxy-AMT have been described.[6] N-Hydroxy-AMT was first described in the scientific literature by F. Benington and colleagues in 1965.[1][6] It is not a controlled substance in Canada as of 2025.[7]
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| Other names | N-HO-AMT; N-Hydroxy-α-methyltryptamine |
| Drug class | Possible psychedelic drug or hallucinogen; Stimulant |
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| Formula | C11H14N2O |
| Molar mass | 190.246 g·mol−1 |
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