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2,alpha-DMT
Systematic (IUPAC) name
1-(2-methyl-1H-indol-3-yl)propan-2-amine
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Formula C 12H16N2  
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2,alpha-DMT, or 2,α-dimethyltryptamine, is a tryptamine and a lesser-known psychedelic drug. It is the 2,a-dimethyl analog of DMT. 2,α-DMT was first synthesized by Alexander Shulgin. In his book TiHKAL (Tryptamines I Have Known and Loved), Shulgin lists the dosage as 300-500 mg, and the duration as 7-10 hours.[1] 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.

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