Ariadne (psychedelic)

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Ariadne (psychedelic)
Ariadne.svg
Names
IUPAC name
1-(2,5-Dimethoxy-4-methyl-benzyl)-propylamine
Other names
4-Methyl-2,5-dimethoxy-alpha-ethylphenethylamine
4-Methyl-2,5-dimethoxybutanamine
a-Et-2C-D
Identifiers
52842-59-8 YesY
ChemSpider 148565 YesY
Jmol-3D images Image
Image
PubChem 169886
Properties
C13H21NO2
Molar mass 223.31 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Ariadne (Dimoxamine, α-Et-DOM), 4C-D, a-ethyl-2C-D, or 4-methyl-2,5-dimethoxy-alpha-ethylphenethylamine, 2,5-dimethoxy-4-methyl-butanphenamine, a-Et-2C-D, is a lesser-known psychedelic drug. It is a homologue of 2C-D and DOM. Ariadne was first synthesized by Alexander Shulgin. In his book PiHKAL (Phenethylamines i Have Known And Loved), Shulgin reported testing Ariadne up to a dose of 32 mg, and reported that it produces psychedelia at a bare threshold.[1] Very little data exists about the pharmacological properties, metabolism, and toxicity of Ariadne in humans apart from Shulgin's limited testing.

However, in more recent animal studies, α-Et-DOM was shown to produce stimulus generalisation in rats trained to respond to the drug MDMA.[2] This suggests that while α-Et-DOM may lack hallucinogenic effects, it might potentially produce empathogenic effects similar to those of MDMA if used at higher dose ranges, beyond those trialled by Shulgin (the potency of α-Et-DOM in this study was similar to that of MDMA, 1.5 mg/kg, which would equate to a dose of ~100 mg in a human).

See also[edit]

References[edit]

  1. ^ Shulgin, Alexander; Ann Shulgin (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. 
  2. ^ Glennon RA. MDMA-Like Stimulus Effects of α-Ethyltryptamine and the α-Ethyl Homolog of DOM. Pharmacology, Biochemistry and Behaviour. 1993; 46: 459-462.

External links[edit]