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2C-T-21.5

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2C-T-21.5
2CT21.5.svg
Clinical data
Other names4-(2,2-Difluoroethylthio)-2,5-dimethoxyphenethylamine; 2,5-Dimethoxy-4-(2,2-difluoroethylthio)phenethylamine; 2C-T-DFE
Routes of
administration 		Oral [1]
Drug class Serotonin receptor modulator; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen
Pharmacokinetic data
Duration of action 8–14 hours [1]
Identifiers
  • 2-[4-(3,3-difluoropropylsulfanyl)-2,5-dimethoxyphenyl]ethanamine
CAS Number
PubChem CID
Chemical and physical data
Formula C12H17F2NO2S
Molar mass 277.33 g·mol−1
3D model (JSmol)
  • COC1=CC(=C(C=C1CCN)OC)SCC(F)F
  • InChI=1S/C12H17F2NO2S/c1-16-9-6-11(18-7-12(13)14)10(17-2)5-8(9)3-4-15/h5-6,12H,3-4,7,15H2,1-2H3
  • Key:LVCSIKISADNGMR-UHFFFAOYSA-N

2C-T-21.5, also known as 4-(2,2-difluoroethylthio)-2,5-dimethoxyphenethylamine or as 2C-T-DFE, is a lesser-known psychedelic drug related to compounds such as 2C-T-21 and 2C-T-28. It was originally named by Alexander Shulgin and discussed in his book PiHKAL, [2] but was not synthesised at that time. 2C-T-21.5 was ultimately synthesised and tested by Daniel Trachsel some years later. It has a binding affinity of 146 nM at 5-HT2A and 55 nM at 5-HT2C. It produces typical psychedelic effects, being slightly less potent but somewhat longer acting than 2C-T-2 or 2C-T-21, [3] [4] [5] with an active dose of 12–30 mg, and a duration of action of 8–14 hours. Unlike 2C-T-21 it will not form the highly toxic fluoroacetate as a metabolite, instead producing the less toxic difluoroacetic acid. [1] [6] It is a controlled substance in Canada under phenethylamine blanket-ban language. [7]

Contents

See also

References

  1. 1 2 3 Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: Von der Struktur zur Funktion. Nachtschatten Verlag AG. pp. 789–791. ISBN   978-3-03788-700-4.
  2. ↑ Alexander Shulgin. "2C-T-21". PiHKAL.
  3. ↑ Trachsel D (2012). "Fluorine in psychedelic phenethylamines". Drug Testing and Analysis. 4 (7–8): 577–590. doi:10.1002/dta.413. PMID   22374819.
  4. ↑ Luethi D, Trachsel D, Hoener MC, Liechti ME (May 2018). "Monoamine receptor interaction profiles of 4-thio-substituted phenethylamines (2C-T drugs)" (PDF). Neuropharmacology. 134 (Pt A): 141–148. doi:10.1016/j.neuropharm.2017.07.012. PMID   28720478.
  5. ↑ Halberstadt AL, Luethi D, Hoener MC, Trachsel D, Brandt SD, Liechti ME (January 2023). "Use of the head-twitch response to investigate the structure-activity relationships of 4-thio-substituted 2,5-dimethoxyphenylalkylamines". Psychopharmacology. 240 (1): 115–126. doi:10.1007/s00213-022-06279-2. PMC   9816194 . PMID   36477925.
  6. ↑ WO 2023/156450,Nivorozhkin A, Hartsel JA, Canal CE, Salituro FG, Mueller TA, Greene BJ, Belser A, Avery KL, Reichelt AC, Varty GB, Palfreyman M,"Therapeutic phenethylamine compositions and methods of use.",published 24 August 2023, assigned to Cybin Irl Ltd.
  7. ↑ "Controlled Drugs and Substances Act". Department of Justice Canada. Retrieved 19 January 2026.
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