2,α-Dimethyltryptamine

2,α-Dimethyltryptamine (2,α-DMT) is a tryptamine and a lesser-known psychedelic drug. It is the 2,α-dimethyl analog of DMT. Its synthesis was first reported in 1965.[1] Alexander Shulgin lists the dosage as 300-500 mg, and the duration as 7–10 hours in his book TiHKAL (Tryptamines I Have Known and Loved).[2] 2,α-DMT causes mydriasis and paresthesia. It also produces a calm, drunk-like feeling. Very little data exists about the pharmacological properties, metabolism, and toxicity of 2,α-DMT.

2,α-Dimethyltryptamine
Identifiers
IUPAC name
  • 1-(2-methyl-1H-indol-3-yl)propan-2-amine
CAS Number
ChemSpider
Chemical and physical data
FormulaC12H16N2
Molar mass188.274 g·mol−1
3D model (JSmol)
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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References
  1. Heath-Brown B, Philpott PG (1965). "Studies in the Indole Series. Part I. Indolylalkylamines". Journal of the Chemical Society (Dec.): 7165-7178.
  2. Shulgin A, Shulgin A (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. p. 422. ISBN 0-9630096-9-9. OCLC 38503252.


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