Ariadne (psychedelic)

Ariadne (psychedelic)
Ariadne (psychedelic)
IUPAC name
1-(2,5-Dimethoxy-4-methyl-benzyl)-propylamine
Other names
4-Methyl-2,5-dimethoxy-alpha-ethylphenethylamine
2-(4-Methyl-2,5-dimethoxyphenyl)ethan-alpha-ethylamine
Identifiers
CAS number 52842-59-8
PubChem 169886
ChemSpider 148565 YesY
Jmol-3D images Image 1
Image 2
Properties
Molecular formula C13H21NO2
Molar mass 223.31 g/mol
Exact mass 223.157229
 YesY (psychedelic) (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Ariadne (Dimoxamine, α-Et-DOM), or 4-methyl-2,5-dimethoxy-alpha-ethylphenethylamine, 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 and 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).

References

  1. ^ Shulgin, Alexander; Ann Shulgin (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. http://www.erowid.org/library/books_online/pihkal/pihkal.shtml. 
  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.

See also

External links

v · d · eEntactogens
Aminoindanes
5-IAI • ETAI • TAI
Aminotetralins
6-CAT
Phenethylamines
(and amphetamines,
cathinones, etc)
4-CAB • 4-FA • 4-FMA • 4-MTA • 4-FPP • 5-APDB • 6-APDB • Ariadne • BDB • Brephedrone • Eutylone • Flephedrone • IAP • IMP • Metaescaline • Mephedrone • Methedrone • MMA • NAP • Norfenfluramine • Pentylone • PMA • PMEA • PMMA • TAP
MDxx
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Tryptamines
4-Methyl-αET • αET
v · d · eDrugs from PiHKAL

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