Symbescaline

Pharmaceutical compound From Wikipedia, the free encyclopedia

Symbescaline (SB), also known as 3,5-diethoxy-4-methoxyphenethylamine, is a psychoactive 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 5 positions have been replaced with ethoxy groups.[1][2][3] In addition, symbescaline is a positional isomer of asymbescaline.[1][2][3]

Other namesSB; 3,5-Diethoxy-4-methoxyphenethylamine
ATC code
  • None
Quick facts Clinical data, Other names ...
Symbescaline
Clinical data
Other namesSB; 3,5-Diethoxy-4-methoxyphenethylamine
Routes of
administration
Oral[1]
ATC code
  • None
Pharmacokinetic data
Duration of actionUnknown[1]
Identifiers
  • 2-(3,5-diethoxy-4-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)
  • COc1c(cc(cc1OCC)CCN)OCC
  • InChI=1S/C13H21NO3/c1-4-16-11-8-10(6-7-14)9-12(17-5-2)13(11)15-3/h8-9H,4-7,14H2,1-3H3 checkY
  • Key:ROKMKYBLAPLLER-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)
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In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists symbescaline's dose as above 240 mg orally and its duration as unknown.[1][2][3] The effects of symbescaline have been reported to include no effects, a vague threshold, a slight chill, and strange and disrupted sleep.[1] It is said to have a very unpleasant taste.[1] Shulgin concluded that symbescaline is "probably not active".[1]

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

Symbescaline was first described in the scientific literature by Alexander Shulgin and Peyton Jacob III in 1984.[4] Subsequently, it was described in greater detail by Shulgin in PiHKAL in 1991.[1]

See also

References

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