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2C-AL

From Wikipedia, the free encyclopedia
2C-AL
Clinical data
Other names4-Allyl-2,5-dimethoxyphenethylamine; 2,5-Dimethoxy-4-allylphenethylamine
Routes of
administration
Unknown[1]
Drug classSerotonin receptor modulator; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen
Pharmacokinetic data
Duration of actionUnknown[1]
Identifiers
  • 2-(2,5-dimethoxy-4-prop-2-enylphenyl)ethanamine
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC13H19NO2
Molar mass221.300 g·mol−1
3D model (JSmol)
  • COC1=CC(=C(C=C1CCN)OC)CC=C
  • InChI=1S/C13H19NO2/c1-4-5-10-8-13(16-3)11(6-7-14)9-12(10)15-2/h4,8-9H,1,5-7,14H2,2-3H3
  • Key:QNVPDGCJKPQARD-UHFFFAOYSA-N

2C-AL, also known as 4-allyl-2,5-dimethoxyphenethylamine, is a drug from the substituted phenethylamine family which acts as an agonist of the 5-HT2A receptor, with an EC50Tooltip half-maximal effective concentration of 2.15 nM at 5-HT2A vs. 77.71 nM at 5-HT2B, and produces a head-twitch response in animal studies. It was first discussed as a hypothetical compound in Daniel Trachsel's 2013 review of the field after his successful synthesis of the related compounds 2C-V and 2C-YN,[1] and finally synthesised by a team at Gilgamesh Pharmaceuticals in 2020 using a different synthetic route from that employed by Trachsel.[2] It is a controlled substance in Canada under phenethylamine blanket-ban language.[3]

See also

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References

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  1. 1 2 3 Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine Von der Struktur zur Funktion. Nachtschatten Verlag AG. p. 768. ISBN 978-3-03788-700-4.
  2. Patentscope. PHENALKYLAMINES AND METHODS OF TREATING MOOD DISORDERS. Patent WO/2022/006186. Retrieved 2026-06-18
  3. "Controlled Drugs and Substances Act". Department of Justice Canada. Retrieved 19 January 2026.
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