Trifluoromescaline

Trifluoromescaline (TF-M) is a derivative of the phenethylamine hallucinogen mescaline, which has a trifluoromethoxy group replacing the central methoxy group of mescaline. Synthesis of this compound was first reported by Daniel Trachsel in 2011, alongside many other related compounds.[1][2] Trifluoromescaline was found to be one of the most potent compounds in the series, with a reported dosage of 15-40 mg (and 60 mg being described as a "strong overdose"), and a slow onset of action and long duration of effects, lasting 14-24 hours or more.[3]

Trifluoromescaline
Clinical data
ATC code
  • none
Identifiers
IUPAC name
  • 2-[3,5-dimethoxy-4-(trifluoromethoxy)phenyl]ethanamine
PubChem CID
UNII
Chemical and physical data
FormulaC11H14F3NO3
Molar mass265.232 g·mol−1
3D model (JSmol)
SMILES
  • COc1cc(CCN)cc(OC)c1OC(F)(F)F
InChI
  • InChI=1S/C11H14F3NO3/c1-16-8-5-7(3-4-15)6-9(17-2)10(8)18-11(12,13)14/h5-6H,3-4,15H2,1-2H3
  • Key:AVPVNYDXWCNFJD-UHFFFAOYSA-N

See also

References

  1. Trachsel D (2002). "Synthese von neuen (Phenylalkyl)aminen zur Untersuchung von Struktur-Aktivitätsbeziehungen, Mitteilung 1, Mescalin Derivate". Helvetica Chimica Acta. 85 (9): 3019–3026. doi:10.1002/1522-2675(200209)85:9<3019::AID-HLCA3019>3.0.CO;2-4.
  2. Trachsel D (2012). "Fluorine in psychedelic phenethylamines". Drug Testing and Analysis. 4 (7–8): 577–90. doi:10.1002/dta.413. PMID 22374819.
  3. Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine Von der Struktur zur Funktion. Nachtschatten Verlag AG. pp. 704–723. ISBN 978-3-03788-700-4.
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