Chemistry:Trifluoroescaline

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Trifluoroescaline (TFE), also known as 4-(2,2,2-trifluoroethoxy)-3,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and scaline families related to mescaline.[1][2][3] It is a trifluorinated derivative of escaline.[1][2][3] The drug has a dose range of 35 to 65 mg orally and a duration of 12 to 18 hours.[1][2][3] It has similar potency to escaline, greatly increased potency relative to mescaline, and a prolonged duration compared to both mescaline and escaline.[1][2][3] The effects of trifluoroescaline have been reported to include enhanced fantasy, strong closed-eye visuals, significant open-eye visuals, and low body load.[1] The drug is a low-potency partial agonist of the serotonin 5-HT2A receptor and also interacts with other serotonin receptors and targets.[3] The chemical synthesis of trifluoroescaline has been described.[4] Trifluoroescaline was first described in the scientific literature by Daniel Trachsel in 2002.[1][2][3][4] Its pharmacology was studied in more detail in 2021.[3] It is not a controlled substance in Canada as of 2025.[5]

See also

References

  1. 1.0 1.1 1.2 1.3 1.4 1.5 (in de) Phenethylamine: von der Struktur zur Funktion. Nachtschatten-Science (1 ed.). Solothurn: Nachtschatten-Verlag. 2013. pp. 706,710–711,717,736–737. ISBN 978-3-03788-700-4. OCLC 858805226. https://books.google.com/books?id=-Us1kgEACAAJ. 
  2. 2.0 2.1 2.2 2.3 2.4 "Fluorine in psychedelic phenethylamines". Drug Testing and Analysis 4 (7–8): 577–590. 2012. doi:10.1002/dta.413. PMID 22374819. "s. Difluoroescaline (77), on the other hand, retained, and trifluoroescaline (78) showed increased human potency of escaline (70). [...] The trifluoroethyl derivative 78 (35–65 mg, 12–18 h) proved to be a psychedelic compound of similar or slightly increased human potency with a prolonged duration of action. [...] With compounds 76–78 it has been shown that fluorination of the 4-ethoxy group of escaline (70) can change the (psycho)pharmacological properties profoundly. While monofluorination causes loss of psychoactivity (compound 76), difluorination retains human potency (compound 77) and the trifluoroethoxy derivative 78 proved to be a long-lasting psychedelic with similar or slightly increased potency.". 
  3. 3.0 3.1 3.2 3.3 3.4 3.5 3.6 "Receptor Interaction Profiles of 4-Alkoxy-3,5-Dimethoxy-Phenethylamines (Mescaline Derivatives) and Related Amphetamines". Frontiers in Pharmacology 12. 2021. doi:10.3389/fphar.2021.794254. PMID 35222010. 
  4. 4.0 4.1 "Synthese von neuen (Phenylalkyl)aminen zur Untersuchung von Struktur-Aktivitätsbeziehungen, Mitteilung 1, Mescalin Derivate.". Helvetica Chimica Acta 85 (9): 3019–3026. 2002. doi:10.1002/1522-2675(200209)85:9<3019::AID-HLCA3019>3.0.CO;2-4. 
  5. "Controlled Drugs and Substances Act". https://laws-lois.justice.gc.ca/eng/acts/c-38.8/FullText.html. 

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