2C-T-16 is a lesser-known
psychedelic drug. It was originally named by
Alexander Shulgin as described in his book
PiHKAL (Phenethylamines i Have Known And Loved), however while Shulgin began synthesis of this compound he only got as far as the
nitrostyrene intermediate, and did not complete the final synthetic step.[1] Synthesis of 2C-T-16 was finally achieved by Daniel Trachsel some years later,[2] and it was subsequently reported as showing similar psychedelic activity to related compounds, with a dose range of 10–25 mg and a duration of 4–6 hours,[3]: 788–789 making it around the same potency as the better-known saturated analogue
2C-T-7, but with a significantly shorter duration of action. Binding studies in vitro showed 2C-T-16 to have a
binding affinity of 44 nM at
5-HT2A and 15 nM at
5-HT2C.[3]: 791 2C-T-16 and related derivatives are potent
partial agonists of the 5-HT1A, 5-HT2A, 5-HT2B and 5-HT2C receptors and induce a
head-twitch response in mice.[4]
Legality
Canada
As of October 31, 2016, 2C-T-16 is a controlled substance (Schedule III) in Canada.[5]
^Daniel Trachsel (2003). "Synthesis of novel (phenylalkyl)amines for the investigation of structure-activity relationships. Part 2. 4-Thio-substituted [2-(2,5-dimethoxyphenyl)ethyl]amines (=2,5-dimethoxybenzeneethanamines)". Helvetica Chimica Acta. 86 (7): 2610–2619.
doi:
10.1002/hlca.200390210.
^
abDaniel Trachsel; David Lehmann & Christoph Enzensperger (2013). Phenethylamine: Von der Struktur zur Funktion. Nachtschatten Verlag AG.
ISBN978-3-03788-700-4.