The Wayback Machine - https://web.archive.org/web/20120129154648/http://en.wikipedia.org/wiki/Ariadne_(psychedelic)

Ariadne (psychedelic)

From Wikipedia, the free encyclopedia
Jump to: navigation, search
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 (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).

[edit] 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.

[edit] See also

[edit] External links
Aminoindanes
5-IAI • ETAI • TAI
Aminotetralins
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
2-Methyl-MDA • 5-Methyl-MDA • 6-Methyl-MDA • bk-MBDB (butylone) • bk-MDEA (ethylone) • bk-MDMA (methylone) • DMMDA • DMMDA-2 • EBDB • EBDP • EDMA • MDAI • MDMAI • MMAI • MDAT • MDMAT • MDA • MDDM • MDEA • MDIP • MDMA • MDMOH • MDMP • MDMPEA • MDOH • MDPEA • MDPH • MDPR • MMDPEA (Lophophine) • MBDB • MBDP • MMDA • MMDA-2 • MMDMA
Tryptamines
Drugs from PiHKAL

AEM • AL • Aleph • Aleph-2 • Aleph-4 • Aleph-6 • Aleph-7 • Ariadne • Asymbescaline • Buscaline • Beatrice • Bis-TOM • BOB • BOD • BOH • BOHD • BOM • 4-Bromo-3,5-dimethoxyamphetamine • 2-Bromo-4,5-methylenedioxyamphetamine • 2C-B • 3C-BZ • 2C-C • 2C-D • 2C-E • 3C-E • 2C-F • 2C-G • 2C-G-3 • 2C-G-4 • 2C-G-5 • 2C-G-N • 2C-H • 2C-I • 2C-N • 2C-O • 2C-O-4 • 2C-P • CPM • 2C-SE • 2C-T • 2C-T-2 • 2C-T-4 • psi-2C-T-4 • 2C-T-7 • 2C-T-8 • 2C-T-9 • 2C-T-13 • 2C-T-15 • 2C-T-17 • 2C-T-21 • 4-D • beta-D • DESOXY • 2,4-DMA • 2,5-DMA • 3,4-DMA • DMCPA • DME • DMMDA • DMMDA-2 • DMPEA • DOAM • DOB • DOBU • DOC • DOEF • DOET • DOI • DOM • psi-DOM • DON • DOPR • Escaline • EEE • EEM • EME • EMM • Ethyl-J (EBDB) • Ethyl-K • F-2 • F-22 • Flea • G-3 • G-4 • G-5 • G-N • Ganesha • HOT-2 • HOT-7 • HOT-17 • IDNNA • Isomescaline • Isoproscaline • Iris • J (BDB) • Lophophine • PMA • Mescaline • Madam-6 • Methallylescaline • MDA • MDAL • MDBU • MDBZ • MDCPM • MDDM • MDE • MDHOET • MDIP • MDMA • MDMC (EDMA) • MDMEO • MDMEOET • MDMP • MDOH • MDPEA • MDPH • MDPL • MDPR • Metaescaline • MEDA • MEE • MEM • MEPEA • Meta-DOB • Meta-DOT • Methyl-DMA • Methyl-DOB • Methyl-J (MBDB) • Methyl-K • Methyl-MA (PMMA) • Methyl-MMDA-2 • MMDA • MMDA-2 • MMDA-3a • MMDA-3b • MME • Metaproscaline • MPM • Ortho-DOT • Proscaline • Phenescaline • Phenethylamine • Propynyl • Symbescaline • 2,3,4,5-Tetramethoxyamphetamine • 3-TASB • 4-TASB • 5-TASB • Thiobuscaline • 3-TE • 4-TE • 3-TIM • 4-TIM • 5-TIM • 3-TM • 4-TM • TMA • TMA-2 • TMA-3 • TMA-4 • TMA-5 • TMA-6 • 3-TME • 4-TME • 5-TME • 2T-MMDA-3a • 4T-MMDA-2 • 2-TOET • 5-TOET • 2-TOM • 5-TOM • TOMSO • Thioproscaline • Trisescaline • 3-TSB • 4-TSB • 3-T-Trisescaline • 4-T-Trisescaline
Stub icon This psychoactive drug-related article is a stub. You can help Wikipedia by expanding it.
Retrieved from "http://en.wikipedia.org/w/index.php?title=Ariadne_(psychedelic)&oldid=399532183"
Personal tools
Namespaces
Variants
Actions
Navigation
Interaction
Toolbox
Print/export
Morty Proxy This is a proxified and sanitized view of the page, visit original site.