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Asymbescaline

Field	Value
verifiedrevid	411947293
image	Asymbescaline.svg
image_class	skin-invert-image
width	250px
image2	Asymbescaline-3d-sticks.png
image_class2	bg-transparent
width2	225px
routes_of_administration	Oral
class	Serotonergic psychedelic; Hallucinogen
ATC_prefix	None
onset	Peak: 2 hours
duration_of_action	10–15 hours
CAS_number_Ref
CAS_number	63918-08-1
PubChem	45367
ChemSpiderID_Ref
ChemSpiderID	41279
UNII_Ref
UNII	F5H6Z6VQ2Z
ChEMBL_Ref
ChEMBL	124125
synonyms	ASB; 3,4-Diethoxy-5-methoxyphenethylamine
IUPAC_name	2-(3,4-diethoxy-5-methoxyphenyl)ethan-1-amine
C	13	H=21	N=1	O=3
SMILES	O(c1c(OC)cc(cc1OCC)CCN)CC
StdInChI_Ref
StdInChI	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
StdInChIKey_Ref
StdInChIKey	VFOAVFQWZYUFQZ-UHFFFAOYSA-N

| Drugs.com =

| elimination_half-life =

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

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 280mg orally and its duration as 10 to 15hours. The time to peak was approximately 2hours.

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". 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. 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". Physical and other side effects included some "body load, physical weirdness, heart rate changes, and insomnia and sleep disruption. 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.

Interactions

Chemistry

Synthesis

The chemical synthesis of asymbescaline has been described.

Analogues

Analogues of asymbescaline include mescaline, escaline, metaescaline, symbescaline, and trisescaline (trescaline), among others.

History

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

Society and culture

Legal status

Canada

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

References

"Asymbescaline".
(2003). "Hallucinogens: A Forensic Drug Handbook". Elsevier Science.
(1994). "Hallucinogens: An Update". National Institute on Drug Abuse.
(April 1934). "The action of mescaline and some related compounds.". The Journal of Pharmacology and Experimental Therapeutics.
"Controlled Drugs and Substances Act".

Info: Wikipedia Source

This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

ethoxy-compounds pihkal psychedelic-phenethylamines scalines

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