| 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 |
| SMILES |
O(c1cc(c(OC)cc1C[C@H](N)CC)C)C
|
| InChI |
1/C13H21NO2/c1-5-11(14)7-10-8-12(15-3)9(2)6-13(10)16-4/h6,8,11H,5,7,14H2,1-4H3/t11-/m1/s1
|
| InChI key | MLYCFWZIAJAIGW-LLVKDONJBY |
| ChemSpider ID | 2300980 |
| Properties | |
| Molecular formula | C13H21NO2 |
| Molar mass | 223.31 g/mol |
| Exact mass | 223.157229 |
| 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
- ^ 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.
- ^ 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
|
||||||||||||||||||||||||||||||||||
 |
This psychoactive drug-related article is a stub. You can help Wikipedia by expanding it. |
This entry is from Wikipedia, the leading user-contributed encyclopedia. It may not have been reviewed by professional editors (see full disclaimer)
