2,α-Dimethyltryptamine

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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)

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]

Use and effects

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Alexander Shulgin lists the dose as 300 to 500 mg, and the duration as 7 to 10 hours in his book TiHKAL (Tryptamines I Have Known and Loved).[1] 2,α-DMT causes mydriasis and paresthesia.[1] It also produces a calm, drunk-like feeling.[1]

Chemistry

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Synthesis

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

Analogues

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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

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

See also

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References

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  1. ^ a b c d e f g Shulgin A, Shulgin A (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. p. 422. ISBN 0-9630096-9-9. OCLC 38503252.
  2. ^ Heath-Brown B, Philpott PG (1965). "Studies in the Indole Series. Part I. Indolylalkylamines". Journal of the Chemical Society (Dec): 7165–7178. doi:10.1039/jr9650007165.
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