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α-Methyltryptamine (αMT, AMT; Indopan) is a psychedelic, stimulant, and entactogen of the tryptamine chemical class. It is closely related to its structural analogue α-ethyltryptamine (αET).

History

Originally believed to act merely as monoamine oxidase inhibitors (MAOIs), αMT, along with αET, were first used as antidepressants in the 1960s under the trade names Indopan and Monase, respectively. Within a short amount of time, both drugs fell out of clinical use due to toxicity concerns. αMT was also lightly abused as a street drug for its psychedelic effects during this time period. In the 1990s, αMT resurfaced as a drug of abuse via easy access through the internet, leading to its placement along with 5-MeO-DiPT as Schedule I controlled substances in the Controlled Substances Act of the United States on April 4, 2003.

Chemistry

αMT is tryptamine with a methyl substituent at the alpha carbon. Its chemistry is analogous to that of amphetamine to phenethylamine, amphetamine being α-methylphenethylamine. αMT is closely related to the neurotransmitter serotonin, which is 5-hydroxytryptamine, partially explaining its mechanism of action.

Pharmacology

αMT acts as relatively balanced releasing agent of serotonin, norepinephrine, and dopamine, and as a non-selective serotonin receptor agonist. It also acts as a non-selective, reversible inhibitor of the enzyme monoamine oxidase (MAO).

Like many other serotonin releasing agents such methylenedioxymethamphetamine (MDMA; "Ecstasy"), αMT's analogue αET has been shown to produce long-lasting serotonergic neurotoxicity, and the same possibly holds true for αMT as well, though no studies have been performed on it as of yet. Though, based on anecdotal reports, both αMT and αET appear to produce considerably less of a hangover (and therefore less neurotoxicity) in comparison to MDMA.

Dose & Effects

αMT was used as an antidepressant at doses of 5-10 mg. At these levels it improves mood and produces stimulation. With 20-30 mg, psychedelic effects become apparent and can last as long as 12 hours. 60-80 mg is generally considered a strong dose, and may last for 24 hours or more. αMT in freebase form can be smoked, and 5-20 mg is typically used.

Legality

αMT is a Schedule I controlled substance in the United States. It is legal in the United Kingdom, however, and does not fall under the tryptamine clause as its substituent is not on the nitrogen position. See "2001 Misuse of Drugs Act: Schedule 1, Regulation 3" for more information.

Deaths

There have been at least two reported deaths due to αMT use. The first was a 21 year old in Alabamamarker, and the second a 22 year old FIUmarker student in Miamimarker. There are reports of a third death, but there is currently no verifiable media information.

See also



References

External links




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