Ariadne (psychedelic)
Ariadne (psychedelic) | |
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IUPAC name 1-(2,5-Dimethoxy-4-methyl-benzyl)-propylamine | |
Other names 4-Methyl-2,5-dimethoxy-alpha-ethylphenethylamine | |
Identifiers | |
CAS number | 52842-59-8 |
PubChem | 169886 |
ChemSpider | 148565 |
Jmol-3D images | {{#if:O(c1cc(c(OC)cc1C[C@H](N)CC)C)CO(c1cc(c(OC)cc1CC(N)CC)C)C|Image 1 Image 2 |
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Properties | |
Molecular formula | C13H21NO2 |
Molar mass | 223.31 g/mol |
(verify) (what is: / ?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
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 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
- ↑ Shulgin, Alexander; Ann Shulgin (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628.
- ↑ 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
- Phenethylamine
- Psychedelics, dissociatives and deliriants
External links
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