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2,α-Dimethyltryptamine
Chemical compound
Chemical compound
| Field | Value | ||
|---|---|---|---|
| Watchedfields | changed | ||
| verifiedrevid | 443314047 | ||
| image | 2,a-DMT.svg | ||
| image_class | skin-invert-image | ||
| width | 200px | ||
| image2 | 2,alpha-DMT_3d_structure.png | ||
| image_class2 | bg-transparent | ||
| width2 | 200px | ||
| pregnancy_AU | |||
| pregnancy_US | |||
| routes_of_administration | Oral | ||
| ATC_prefix | None | ||
| legal_AU | |||
| legal_CA | |||
| legal_UK | |||
| legal_US | |||
| CAS_number_Ref | |||
| CAS_number | 4966-28-3 | ||
| UNII_Ref | |||
| UNII | QAH3JR2679 | ||
| DrugBank_Ref | |||
| ChemSpiderID_Ref | |||
| ChemSpiderID | 23511903 | ||
| synonyms | 2,α-DMT; 2-Methyl-α-methyltryptamine; 2-Methyl-AMT; 2-Methyl-αMT; 2-Me-AMT; 2-Me-αMT | ||
| IUPAC_name | 1-(2-methyl-1*H*-indol-3-yl)propan-2-amine | ||
| C | 12 | H=16 | N=2 |
| SMILES | Cc1c(c2ccccc2[nH]1)CC(C)N | ||
| StdInChI_Ref | |||
| StdInChI | 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 | ||
| StdInChIKey_Ref | |||
| StdInChIKey | AXZQFXRPULJFQK-UHFFFAOYSA-N |
| elimination_half-life =
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 analogue of DMT and the 2-methyl derivative of α-methyltryptamine (αMT or AMT).
Use and effects
Alexander Shulgin lists the dose as 300 to 500mg, and the duration as 7 to 10hours in his book TiHKAL (Tryptamines I Have Known and Loved). 2,α-DMT causes mydriasis and paresthesia. It also produces a calm, drunk-like feeling.
Chemistry
Synthesis
The chemical synthesis of 2,α-DMT has been described.
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.
History
The chemical synthesis of 2,α-DMT was first reported in 1965.
References
References
- {{CiteTiHKAL
- (1965). "Studies in the Indole Series. Part I. Indolylalkylamines". Journal of the Chemical Society.
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