Desoxy (psychedelic)

Last updated

Desoxy
DESOXY.png
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Clinical data
Other names4-Methyl-3,5-dimethoxyphenethylamine; 3,5-Dimethoxy-4-methylphenethylamine
Routes of
administration 		Oral [1]
Drug class Serotonergic psychedelic; Hallucinogen
ATC code
  • None
Pharmacokinetic data
Duration of action 6–8 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
Formula C11H17NO2
Molar mass 195.262 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 Yes check.svgY
  • Key:LLHRMWHYJGLIEV-UHFFFAOYSA-N Yes check.svgY
   (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]

Contents

Use and effects

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

Pharmacology

Pharmacodynamics

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

Society and culture

United States

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

References

  1. 1 2 3 4 5 6 7 8 Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN   978-0-9630096-0-9. OCLC   25627628.
  2. 1 2 3 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.
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