3C-TFE

3C-TFE, also known as 4-(2,2,2-trifluoroethoxy)-3,5-dimethoxyamphetamine or as α-methyltrifluoroescaline (3C-trifluoroescaline), is a psychedelic drug of the phenethylamine, amphetamine, and 3C families related to 3,4,5-trimethoxyamphetamine (TMA; 3C-M).^[1][2][3] It is a trifluorinated derivative of 3C-E.^[1][2][3] The drug's dose is 30 mg and its duration is approximately 15 hours.^[1] It shows weak but significant affinity for the serotonin 5-HT_2A and 5-HT_2C receptors (K_i = 1,825 nM and 1,659 nM, respectively).^[1] 3C-TFE was first described in the scientific literature by Daniel Trachsel in 2002.^[3][2][1] The pharmacology of a number of 3C drugs was studied in 2021, but 3C-TFE was not one of the included compounds.^[4]

3C-TFE

Clinical data
Other names	4-(2,2,2-Trifluoroethoxy)-3,5-dimethoxyamphetamine; 3,5-Dimethoxy-4-(2,2,2-trifluoroethoxy)amphetamine; 3C-F3EM; α-Methyltrifluoroescaline; 3C-Trifluoroescaline
Routes of administration	Oral[1]
Drug class	Serotonergic psychedelic; Hallucinogen
ATC code	None
Pharmacokinetic data
Duration of action	15 hours[1]
Identifiers
IUPAC name 1-[3,5-dimethoxy-4-(2,2,2-trifluoroethoxy)phenyl]propan-2-amine
PubChem CID	60907903
ChemSpider	38642125
Chemical and physical data
Formula	C13H18F3NO3
Molar mass	293.286 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(CC1=CC(=C(C(=C1)OC)OCC(F)(F)F)OC)N
InChI InChI=1S/C13H18F3NO3/c1-8(17)4-9-5-10(18-2)12(11(6-9)19-3)20-7-13(14,15)16/h5-6,8H,4,7,17H2,1-3H3 Key:UBMKSRMQBSOFBH-UHFFFAOYSA-N

See also

• 3C (psychedelics)
• 3C-DFE
• Trifluoroescaline (TFE)