Alpha-Ethyltryptamine

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α-Ethyltryptamine (α-ET)
Chemical name 1-(1H-indol-3-yl)butan-2-amine
Chemical formula C12H16N2
Molecular mass 188.27 g/mol
Melting point 104 - 105 °C (base)
222 - 223 °C (hydrochloride)
CAS numbers 2235-90-7, 6152-12-1,
10215-73-3, 29854-47-5
SMILES NC(CC)CC1=CNC2=C1C=CC=C2
Chemical structure of alpha-ethyltryptamine

alpha-Ethyltryptamine, also known as α-ethyltryptamine, α-ET, or AET, is a psychoactive drug belonging to the tryptamine family. It was explored as an anti-depressant by Upjohn Chemical Company under the name Monase, but was withdrawn from commercial use after a year due to the unacceptable occurence of agranulocytosis. It was moved into US Schedule I list of illegal substances in 1993. It is structurally related to α-methyltryptamine but its pharmacological effects are very different. α-ET is not a hallucinogenic drug, its effects resemble more that of the empathogen-entactogens like MDMA (Ecstasy). Alexander Shulgin, in TiHKAL, mentions that this compound has been used to alleviate unpleasant symptoms of opiate withdrawal.

75-150 mg is commonly consumed orally for entactogenic effects. α-ET has a stereocenter and S-(+)-α-ET is the more active stereoisomer.

v • d • e
Empathogen-entactogens -

5-MeO-DALT | α-ET | bk-MBDB | bk-MDEA | bk-MDMA | DMMDA-2 | IAP | MBDB | MDA | MDEA | MDMA | MMDA

v • d • e
Tryptamines -

4-Acetoxy-DET | 4-Acetoxy-DIPT | 4-Acetoxy-DMT | 4-HO-DIPT | 5-MeO-α-ET | 5-MeO-α-MT | 5-MeO-DALT | 5-MeO-DET | 5-MeO-DIPT | 5-MeO-DMT | 5-MeO-DPT | 5-MeO-MIPT | α-ET | α-MT | Baeocystin | Bufotenin | DET | DIPT | DMT | DPT | Ethocybin | EIPT | Ethocin | Ibogaine | Iprocin | MET | MIPT | Miprocin | Melatonin | NMT | Norbaeocystin | Psilocin | Psilocybin | Rizatriptan | Serotonin | Sumatriptan | Tryptamine | Tryptophan


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