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	155884836
UNII	R4ZT3L7Y4K
CompTox Dashboard (EPA)	DTXSID101045785
Chemical and physical data
Formula	C11H14F3NO3
Molar mass	265.232 g·mol−1
3D model (JSmol)	Interactive image
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

• 2C-TFM
• 2C-TFE
• 2C-T-28
• 2C-T-TFM
• 3C-DFE
• 4-TM
• Allylescaline
• 2-Bromomescaline

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): 577–590. 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.