2,α-Dimethyltryptamine

Chemical compound From Wikipedia, the free encyclopedia

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.[1] It is the 2,α-dimethyl analogue of DMT and the 2-methyl derivative of α-methyltryptamine (αMT or AMT).[1]

Other names2,α-DMT; 2-Methyl-α-methyltryptamine; 2-Methyl-AMT; 2-Methyl-αMT; 2-Me-AMT; 2-Me-αMT
ATC code
  • None
Quick facts Clinical data, Other names ...
2,α-Dimethyltryptamine
Clinical data
Other names2,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
  • 1-(2-methyl-1H-indol-3-yl)propan-2-amine
CAS Number
ChemSpider
UNII
Chemical and physical data
FormulaC12H16N2
Molar mass188.274 g·mol−1
3D model (JSmol)
  • Cc1c(c2ccccc2[nH]1)CC(C)N
  • 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 checkY
  • Key:AXZQFXRPULJFQK-UHFFFAOYSA-N checkY
  (verify)
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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.[1] 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.[1]

Chemistry

Synthesis

The chemical synthesis of 2,α-DMT has been described.[1]

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.[1]

History

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

See also

References

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