Desoxy (psychedelic)

Desoxy
Clinical data
Other names4-Methyl-3,5-dimethoxyphenethylamine; 3,5-Dimethoxy-4-methylphenethylamine
Routes of
administration
Oral[1]
Drug classSerotonergic psychedelic; Hallucinogen
ATC code
  • None
Pharmacokinetic data
Duration of action6–8 hours[1]
Identifiers
  • 2-(3,5-dimethoxy-4-methylphenyl)ethan-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC11H17NO2
Molar mass195.262 g·mol−1
3D model (JSmol)
  • Cc1c(cc(cc1OC)CCN)OC
  • InChI=1S/C11H17NO2/c1-8-10(13-2)6-9(4-5-12)7-11(8)14-3/h6-7H,4-5,12H2,1-3H3 checkY
  • Key:LLHRMWHYJGLIEV-UHFFFAOYSA-N checkY
  (verify)

Desoxy, or DESOXY, also known as 4-desoxymescaline or as 4-methyl-3,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and scaline families related to mescaline (3,4,5-trimethoxyphenethylamine).[1][2] It is the analogue of mescaline in which the methoxy group at the 4 position has been replaced with a methyl group, hence an oxygen has been removed and the name "desoxy".[1][2] The drug was first described in the scientific literature by F. Benington and colleagues in 1960.[3] Subsequently, it was described in greater detail by Alexander Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved) and other publications.[1][2]

Use and effects

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A typical dose is within the range of 40 to 120 mg orally and lasts 6 to 8 hours.[1] The effects of DESOXY vary significantly from mescaline, despite their chemical similarity.[1] Its effects included closed-eye imagery but no open-eye visuals.[1]

Interactions

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Pharmacology

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Pharmacodynamics

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DESOXY acts as a serotonin 5-HT2 receptor agonist.[4]

Society and culture

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Canada

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Desoxy is not a controlled substance in Canada as of 2025.[5]

United States

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In 1970 the Controlled Substances Act placed mescaline into Schedule I in the United States. It is similarly controlled in other nations. Depending on whether or not it is intended for human consumption, 4-desoxymescaline could be considered an analogue of mescaline, under the Federal Analogue Act and similar bills in other countries, making it illegal to manufacture, buy, possess, or distribute without a DEA or related license. DESOXY is also an isomer of 2C-D which makes it a schedule 1 drug in the United States.

See also

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References

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  1. ^ a b c d e f g h Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 978-0-9630096-0-9. OCLC 25627628.
  2. ^ a b c Shulgin A, Manning T, Daley P (2011). The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. Vol. 1. Berkeley: Transform Press. pp. 46–47. ISBN 978-0-9630096-3-0. Retrieved 2 November 2024.
  3. ^ Benington F, Morin R, Clark Jr L (1960). "Notes- Mescaline Analogs. X. 3,4-Dimethyl-, 3,4-Dichloro- and 3,5-Dimethoxy-4-methyl-β-phenethylamines". The Journal of Organic Chemistry. 25 (11): 2066–2067. doi:10.1021/jo01081a626. ISSN 0022-3263. Retrieved 23 November 2025.
  4. ^ Wallach J, Cao AB, Calkins MM, Heim AJ, Lanham JK, Bonniwell EM, et al. (December 2023). "Identification of 5-HT2A receptor signaling pathways associated with psychedelic potential". Nature Communications. 14 (1) 8221. Bibcode:2023NatCo..14.8221W. doi:10.1038/s41467-023-44016-1. PMC 10724237. PMID 38102107.
  5. ^ "Controlled Drugs and Substances Act". Department of Justice Canada. Retrieved 19 January 2026.
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