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Trifluoroescaline

Pharmaceutical compound From Wikipedia, the free encyclopedia

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]

Other namesTFE; 3,3,3-Trifluoroescaline; 3,3,3-TFE; F3EM; 4-(2,2,2-Trifluoroethoxy)-3,5-dimethoxyphenethylamine; 3,5-Dimethoxy-4-(2,2,2-trifluoroethoxy)phenethylamine
ATC code
  • None
Quick facts Clinical data, Other names ...
Trifluoroescaline
Clinical data
Other namesTFE; 3,3,3-Trifluoroescaline; 3,3,3-TFE; F3EM; 4-(2,2,2-Trifluoroethoxy)-3,5-dimethoxyphenethylamine; 3,5-Dimethoxy-4-(2,2,2-trifluoroethoxy)phenethylamine
Routes of
administration
Oral[1][2][3]
Drug classSerotonin receptor modulator; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen
ATC code
  • None
Pharmacokinetic data
Duration of action12–18 hours[1][2][3]
Identifiers
  • 2-[3,5-dimethoxy-4-(2,2,2-trifluoroethoxy)phenyl]ethanamine
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC12H16F3NO3
Molar mass279.259 g·mol−1
3D model (JSmol)
  • COC1=CC(=CC(=C1OCC(F)(F)F)OC)CCN
  • InChI=1S/C12H16F3NO3/c1-17-9-5-8(3-4-16)6-10(18-2)11(9)19-7-12(13,14)15/h5-6H,3-4,7,16H2,1-2H3
  • Key:LMULYKOEWFMASK-UHFFFAOYSA-N
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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]

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