Desoxy (psychedelic)

Not to be confused with desoxy- or Desoxyn.

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]

Desoxy

Clinical data
Other names	4-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
IUPAC name 2-(3,5-dimethoxy-4-methylphenyl)ethan-1-amine
CAS Number	63037-49-0 Y
PubChem CID	44350128
ChemSpider	21106289 Y
UNII	424LJJ87HT
ChEMBL	ChEMBL127679 Y
CompTox Dashboard (EPA)	DTXSID80658381
Chemical and physical data
Formula	C11H17NO2
Molar mass	195.262 g·mol−1
3D model (JSmol)	Interactive image
SMILES Cc1c(cc(cc1OC)CCN)OC
InChI 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 Y Key:LLHRMWHYJGLIEV-UHFFFAOYSA-N Y
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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

See also: Psychedelic drug § Interactions, and Trip killer § Serotonergic psychedelic antidotes

Pharmacology

Pharmacodynamics

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

Society and culture

Legal status

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

• Substituted mescaline analogue
• Biscaline