Asymbescaline

Pharmaceutical compound From Wikipedia, the free encyclopedia

Asymbescaline (ASB), also known as 3,4-diethoxy-5-methoxyphenethylamine, is a psychedelic drug of the phenethylamine and scaline families related to mescaline.[1][2][3] It is the analogue of mescaline in which the methoxy groups at the 3 and 4 positions have been replaced with ethoxy groups.[1][2][3]

Other namesASB; 3,4-Diethoxy-5-methoxyphenethylamine
ATC code
  • None
Quick facts Clinical data, Other names ...
Asymbescaline
Clinical data
Other namesASB; 3,4-Diethoxy-5-methoxyphenethylamine
Routes of
administration
Oral[1]
Drug classSerotonergic psychedelic; Hallucinogen
ATC code
  • None
Pharmacokinetic data
Onset of actionPeak: 2 hours[1]
Duration of action10–15 hours[1]
Identifiers
  • 2-(3,4-diethoxy-5-methoxyphenyl)ethan-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC13H21NO3
Molar mass239.315 g·mol−1
3D model (JSmol)
  • O(c1c(OC)cc(cc1OCC)CCN)CC
  • InChI=1S/C13H21NO3/c1-4-16-12-9-10(6-7-14)8-11(15-3)13(12)17-5-2/h8-9H,4-7,14H2,1-3H3 checkY
  • Key:VFOAVFQWZYUFQZ-UHFFFAOYSA-N checkY
  (verify)
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Use and effects

In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists asymbescaline's dose as 200 to 280 mg orally and its duration as 10 to 15 hours.[1][2][3] The time to peak was approximately 2 hours.[1]

The effects of asymbescaline were reported to include a lack of visual and interpretive richness, few if any of the "open interactions" of other psychedelics like 2C-B or LSD, daydreaming, and visions while trying to sleep, and "some negative side".[1] One report described it as a "sort of gentler sister of mescaline", but with a tendency to emphasize the negative such as sadness and struggle.[1] Another report described it as "like being in a corridor outside the lighted halls where a beautiful mescaline experience is taking place, sensing the light from behind a grey door, and not being able to find my way in from the dusky underside passageways".[1] Physical and other side effects included some "body load, physical weirdness, heart rate changes, and insomnia and sleep disruption.[1] Per Shulgin, the consensus from over a half dozen tests was that there was not enough value with the drug to offset its body load.[1]

Interactions

Chemistry

Synthesis

The chemical synthesis of asymbescaline has been described.[1]

Analogues

Analogues of asymbescaline include mescaline, escaline, metaescaline, symbescaline, and trisescaline (trescaline), among others.[1][2][3]

History

Asymbescaline was first described in the scientific literature by George S. Grace in 1934.[4] Subsequently, it was described in greater detail by Alexander Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).[1]

Society and culture

Canada

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

See also

References

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