α,N,N-Trimethyltryptamine
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α,''N'',''N''-Trimethyltryptamine (α,''N'',''N''-TMT, α-TMT, or ATMT), also known as α-methyl-''N'',''N''-dimethyltryptamine (α-methyl-DMT or α-Me-DMT), as well as Alpha-N, is a
psychedelic drug Psychedelics are a subclass of hallucinogenic drugs whose primary effect is to trigger non-ordinary mental states (known as psychedelic experiences or "trips") and a perceived "expansion of consciousness". Also referred to as classic halluc ...
of the
tryptamine Tryptamine is an indolamine metabolite of the essential amino acid tryptophan. The chemical structure is defined by an indole—a fused benzene and pyrrole ring, and a 2-aminoethyl group at the second carbon (third aromatic atom, with the firs ...
family. It is similar in
structure A structure is an arrangement and organization of interrelated elements in a material object or system, or the object or system so organized. Material structures include man-made objects such as buildings and machines and natural objects such as ...
to other psychoactive tryptamines such as ''N'',''N''-dimethyltryptamine (DMT) and α-methyltryptamine (αMT). The drug has been tested in animals and compared with αMT. It was found to produce similar effects, such as
hyperlocomotion Locomotor activity is a measure of animal behavior which is employed in scientific research. Hyperlocomotion, also known as locomotor hyperactivity, hyperactivity, or increased locomotor activity, is an effect of certain drugs in animals in whi ...
and reversal of
reserpine Reserpine is a drug that is used for the treatment of hypertension, high blood pressure, usually in combination with a thiazide diuretic or vasodilator. Large clinical trials have shown that combined treatment with reserpine plus a thiazide diur ...
-induced behavioral depression, but with only around half the
potency Potency may refer to: * Potency (pharmacology), a measure of the activity of a drug in a biological system * Virility * Cell potency, a measure of the differentiation potential of stem cells * In homeopathic dilutions, potency is a measure of ho ...
of αMT. α,''N'',''N''-TMT was briefly mentioned by
Alexander Shulgin Alexander Theodore "Sasha" Shulgin (June 17, 1925 – June 2, 2014) was an American biochemist, broad researcher of synthetic psychoactive compounds, and author of works regarding these, who independently explored the organic chemistry and ph ...
in his 1997 book ''
TiHKAL ''TiHKAL: The Continuation'' is a 1997 book written by Alexander Shulgin and Ann Shulgin about a family of psychoactive drugs known as tryptamines. A sequel to '' PiHKAL: A Chemical Love Story'', ''TiHKAL'' is an acronym that stands for "Trypt ...
'' (''Tryptamines I Have Known and Loved''), but he did not mention having tested it and did not describe its effects, dosage, or duration. In 2025,
Hamilton Morris Hamilton Morris (born April 14, 1987) is an American journalist, documentarian, and scientific researcher. He is the creator and director of the television series ''Hamilton's Pharmacopeia'', in which he investigated the chemistry, history, and ...
described having synthesized and assayed α,''N'',''N''-TMT. He reported that it was an active psychedelic taken orally but was much less potent than AMT. α,''N'',''N''-TMT was encountered as a novel
designer drug A designer drug is a structural or functional analog of a controlled substance that has been designed to mimic the pharmacological effects of the original drug, while avoiding classification as illegal and/or detection in standard drug tests. ...
in
Europe Europe is a continent located entirely in the Northern Hemisphere and mostly in the Eastern Hemisphere. It is bordered by the Arctic Ocean to the north, the Atlantic Ocean to the west, the Mediterranean Sea to the south, and Asia to the east ...
by 2015.


See also

* α,''N''-Dimethyltryptamine (α,''N''-DMT) * α,''N'',''N'',''O''-Tetramethylserotonin (α,''N'',''N'',''O''-TeMS) *
Ciclindole Ciclindole (; developmental code name WIN-27,147-2), also known as cyclindole (), is an antipsychotic with a tricyclic and tryptamine-like structure that was never marketed. It displaces spiperone binding ''in vitro'' and elevates dopamine lev ...
* MPMI *
Zalsupindole Zalsupindole,https://iris.who.int/bitstream/handle/10665/380497/9789240107038-eng.pdf "zalsupindolum zalsupindole (2R)-1-(5-methoxy-1H-indol-1-yl)-N,N-dimethylpropan-2-amine antidepressant" also known by its developmental code names DLX-001 and ...


References


External links


α-Methyl-DMT
{{DEFAULTSORT:Trimethyltryptamine, A, N, N- Alpha-Alkyltryptamines Designer drugs N,N-Dialkyltryptamines Dimethylamino compounds Psychedelic tryptamines