Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

Trifluoromescaline

From Wikipedia, the free encyclopedia
Mescaline derivative
Pharmaceutical compound
Trifluoromescaline
Clinical data
Other namesTFM; 4-(Trifluoromethoxy)-3,5-dimethoxyphenethylamine; 3,5-Dimethoxy-4-(trifluoromethoxy)phenethylamine
Routes of
administration
Oral[1][2]
Drug classSerotonergic psychedelic;Hallucinogen
ATC code
  • None
Identifiers
  • 2-[3,5-dimethoxy-4-(trifluoromethoxy)phenyl]ethanamine
PubChemCID
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC11H14F3NO3
Molar mass265.232 g·mol−1
3D model (JSmol)
  • COc1cc(CCN)cc(OC)c1OC(F)(F)F
  • 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

Trifluoromescaline (TFM), also known as4-(trifluoromethoxy)-3,5-dimethoxyphenethylamine, is aderivative of thephenethylaminepsychedelicmescaline, which has a 4-trifluoromethoxy group replacing the 4-methoxy group of mescaline. It was found to be one of the mostpotent compounds in thescaline series, with a reported dose of 15 to 40 mg (and 60 mg being described as a "strong overdose"), and a slowonset of action and longduration of effects, lasting 14 to 24 hours or more.[2] The drug showed about 36-fold greateractivationalpotency at theserotonin5-HT2A receptor compared to mescalinein vitro.[3] In addition, it appears to be much morelipophilic than mescaline (predictedlog P = 1.9 vs. 0.7, respectively).[4][5] TFM was first described in thescientific literature byDaniel Trachsel by 2012.[1][2] Many other related compounds have also been described by Trachsel and colleagues.[6][1][2] It is not acontrolled substance inCanada as of 2025.[7]

See also

[edit]

References

[edit]
  1. ^abcTrachsel D (2012). "Fluorine in psychedelic phenethylamines".Drug Test Anal.4 (7–8):577–590.doi:10.1002/dta.413.PMID 22374819.
  2. ^abcdTrachsel D, Lehmann D, Enzensperger C (2013).Phenethylamine Von der Struktur zur Funktion. Nachtschatten Verlag AG. pp. 704–723.ISBN 978-3-03788-700-4.
  3. ^Kolaczynska KE, Luethi D, Trachsel D, Hoener MC, Liechti ME (2021)."Receptor Interaction Profiles of 4-Alkoxy-3,5-Dimethoxy-Phenethylamines (Mescaline Derivatives) and Related Amphetamines".Front Pharmacol.12 794254.doi:10.3389/fphar.2021.794254.PMC 8865417.PMID 35222010.
  4. ^"Trifluoromescaline".PubChem. Retrieved19 July 2025.
  5. ^"Mescaline".PubChem. Retrieved19 July 2025.
  6. ^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.
  7. ^"Controlled Drugs and Substances Act".Department of Justice Canada. Retrieved19 January 2026.

External links

[edit]
Tryptamines
No ring subs.
4-Hydroxytryptamines
5-Hydroxytryptamines
5-Methoxytryptamines
Other ring subs.
α-Alkyltryptamines
Others
Cyclized
Bioisosteres
Phenethylamines
Scalines
2C-x
3C-x
DOx
4C-x
Ψ-PEA
MDxx
FLY
25x-NB (NBOMes)
Others
Cyclized
Lysergamides
Others
Natural sources
5-HT1
5-HT1A
5-HT1B
5-HT1D
5-HT1E
5-HT1F
5-HT2
5-HT2A
5-HT2B
5-HT2C
5-HT37
5-HT3
5-HT4
5-HT5A
5-HT6
5-HT7
TAAR1Tooltip Trace amine-associated receptor 1
Agonists
Endogenous
Exogenous
Antagonists
Inverse agonists
TAAR5Tooltip Trace amine-associated receptor 5
Agonists
Inverse agonists
Notes: (1) TAAR1 activity of ligands varies significantly between species. Some agents that are TAAR1 ligands in some species are not in other species. This navbox includes all TAAR1 ligands regardless of species. (2) See the individual pages for references, as well as theList of trace amines,TAAR, andTAAR1 pages.
See also:Receptor/signaling modulators
Phenethylamines
Amphetamines
Phentermines
Cathinones
Phenylisobutylamines
(and further-extended)
Catecholamines
(and close relatives)
Cyclized
phenethylamines
Phenylalkylpyrrolidines
2-Benzylpiperidines
(phenidates)
Phenylmorpholines
(phenmetrazines)
Phenyloxazolamines
(aminorexes)
Isoquinolines and
tetrahydroisoquinolines
2-Aminoindanes
2-Aminotetralins
Others / unsorted
Related compounds
Stub icon

Thishallucinogen-related article is astub. You can help Wikipedia byadding missing information.

Retrieved from "https://en.wikipedia.org/w/index.php?title=Trifluoromescaline&oldid=1335730595"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2026 Movatter.jp