alphamethyltryptamine

α-Methyl-tryptamine
Chemical formula	C₁₁H₁₄N₂
Molecular mass	174.24 g/mol
SMILES	NC(C)CC1=CNC2=C1C=CC=C2
chemical structure of Alphamethyltryptamine

α-methyl-tryptamine, also known as AMT or IT-290, is a synthetic drug of the tryptamine family. First developed as an antidepressant, in the 1960s it was produced commercially for this purpose in the Soviet Union under the trade name "Indopan". Like many other tryptamines, at sufficient dosages it is a psychedelic hallucinogenic drug. Its effects can last for up to 18 hours. It also acts as a monoamine oxidase inhibitor and a stimulant, the latter property possibly being related to similarities in chemical structure to amphetamine. On 4 April 2003, an emergency United States DEA order resulted in AMT being placed, along with 5-MeO-DIPT, on Schedule I of the Controlled Substances Act.

Chemistry

α-Methyl-tryptamine is chemically related to serotonin, an important neurotransmitter. It acts by mimicking the effects of serotonin at the 5-HT₂ receptor and by interfering with neurotransmitter reuptake and degradation mechanisms.

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