2,α-Dimethyltryptamine

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 analog of DMT and the 2-methyl derivative of α-methyltryptamine (αMT or AMT). 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	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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See also

• 2-Methyltryptamine (2-MT or 2-Me-T)
• 2-Methyl-N,N-diethyltryptamine (2-Me-DET)
• 2,N,N-Trimethyltryptamine (2,N,N-TMT or 2-Me-DMT)
• 5-Methoxy-2,N,N-trimethyltryptamine (5-MeO-2,N,N-TMT or 2-Me-5-MeO-DMT)