2,α-Dimethyltryptamine

2,α-Dimethyltryptamine

Clinical data
Other names	2,α-DMT; 2-Methyl-α-methyltryptamine; 2-Methyl-AMT; 2-Methyl-αMT; 2-Me-AMT; 2-Me-αMT
Routes of administration	Oral
ATC code	None
Identifiers
IUPAC name 1-(2-methyl-1H-indol-3-yl)propan-2-amine
CAS Number	4966-28-3 Y
ChemSpider	23511903 Y
UNII	QAH3JR2679
Chemical and physical data
Formula	C12H16N2
Molar mass	188.274 g·mol−1
3D model (JSmol)	Interactive image
SMILES Cc1c(c2ccccc2[nH]1)CC(C)N
InChI InChI=1S/C12H16N2/c1-8(13)7-11-9(2)14-12-6-4-3-5-10(11)12/h3-6,8,14H,7,13H2,1-2H3 Y Key:AXZQFXRPULJFQK-UHFFFAOYSA-N Y
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2,α-Dimethyltryptamine (2,α-DMT), also known as 2-methyl-α-methyltryptamine (2-Me-αMT or 2-Me-AMT), is a tryptamine and a lesser-known psychedelic drug. It is the 2,α-dimethyl analogue of DMT and the 2-methyl derivative of α-methyltryptamine (αMT or AMT).

Use and effects

In his book TiHKAL (Tryptamines I Have Known and Loved), Alexander Shulgin lists 2,α-DMT's dose as 300 to 500 mg orally and its duration as 7 to 10 hours. The effects of 2,α-DMT have been reported to include feeling intoxicated or drunk-like, feeling good and peaceful, things feeling softer and richer, brighter lights, flashes on edge of visual field, daydreaming with music, completely clear thinking, eating food being an adventure, facial tingling, impaired motor coordination, easy sleep, and next-day dehydration.

Chemistry

Synthesis

The chemical synthesis of 2,α-DMT has been described.

Analogues

Analogues of 2,α-DMT (2-methyl-AMT) include 2-methyltryptamine (2-MT or 2-Me-T), 2,N,N-TMT (2-methyl-DMT), 2-methyl-DET, and 5-MeO-2-TMT (2-methyl-5-MeO-DMT), among others.

History

The chemical synthesis of 2,α-DMT was first reported in 1965.

See also

• Substituted tryptamine

External links

• 2-Methyl-AMT (2,α-DMT) - Isomer Design
• 2,α-DMT - TiHKAL - Erowid
• 2,α-DMT - TiHKAL - Isomer Design