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 EC50 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]
| Clinical data | |
|---|---|
| Other names | 4-Allyl-2,5-dimethoxyphenethylamine; 2,5-Dimethoxy-4-allylphenethylamine |
| Routes of administration | Unknown[1] |
| Drug class | Serotonin receptor modulator; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen |
| Pharmacokinetic data | |
| Duration of action | Unknown[1] |
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| CAS Number | |
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| Chemical and physical data | |
| Formula | C13H19NO2 |
| Molar mass | 221.300 g·mol−1 |
| 3D model (JSmol) | |
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See also
editReferences
edit- 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.
- ↑ Patentscope. PHENALKYLAMINES AND METHODS OF TREATING MOOD DISORDERS. Patent WO/2022/006186. Retrieved 2026-06-18
- ↑ "Controlled Drugs and Substances Act". Department of Justice Canada. Retrieved 19 January 2026.