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Ψ-2C-DFMO

From Wikipedia, the free encyclopedia

Pharmaceutical compound
Ψ-2C-DFMO
Clinical data
Other namesψ-2C-O-35; 4-Difluoromethoxy-2,6-dimethoxyphenethylamine
Routes of
administration
Oral[1]
Drug classSerotonergic psychedelic;Hallucinogen
ATC code
  • None
Pharmacokinetic data
Duration of action~18 hours[1]
Identifiers
  • 2-[4-(difluoromethoxy)-2,6-dimethoxyphenyl]ethan-1-amine
Chemical and physical data
FormulaC11H15F2NO3
Molar mass247.242 g·mol−1
3D model (JSmol)
  • NCCc1c(OC)cc(cc1OC)OC(F)F
  • InChI=1S/C11H15F2NO3/c1-15-9-5-7(17-11(12)13)6-10(16-2)8(9)3-4-14/h5-6,11H,3-4,14H2,1-2H3
  • Key:MOGVICJGCUEFKA-UHFFFAOYSA-N

Ψ-2C-DFMO, also known asψ-2C-O-35 or as4-difluoromethoxy-2,6-dimethoxyphenethylamine, is apsychedelic drug of thephenethylamine andψ-phenethylamine families.[2][1] It is the phenethylamine (α-demethyl)analogue ofψ-DODFMO and is also structurally related to other psychedelics likedifluoromescaline (DFM) and2C-T-35 (2C-T-DFM).[2][1] The drug has been found to be active at a dose of 17 mgorally, with moderately intense effects and a relatively longduration of around 18 hours.[2][1] Ψ-2C-DFMO was first described in thescientific literature byDaniel Trachsel in 2012.[2][1]

See also

[edit]

References

[edit]
  1. ^abcdefTrachsel D (2012). "Fluorine in psychedelic phenethylamines".Drug Testing and Analysis.4 (7–8):577–590.doi:10.1002/dta.413.PMID 22374819.The introduction of two fluorine atoms into the 4-MeO group of Ψ-2C-O (61) seems to change biological activity distinctly and leads to a fairly active and long acting compound (Ψ-2C-DFMO, 68. A single experiment with 17 mg was stated to be only moderately intense although a relatively long duration around 18 h was observed. Its α-methyl analog Ψ-DODFMO (69) has been shown to be moderately active in a single experiment with 2x5 mg, which had a long duration of action (around 20 h) as well. [...] Up to now only very little biological data can be found for the derivatives of the 2,4,6-series. Compounds 62–69 may further help understanding the structure-activity relationships of this class. At least two novel derivatives have been assayed. A modification of the human inactive Ψ-2C-O (61, >300 mg) to the 4-difluoromethoxy analog Ψ-2C-DFMO (68, 17 mg) could greatly change the pharmacological properties in humans leading to a fairly potent derivative. The derivative Ψ-DODFMO (69) showed some effects at a dose of 2x5 mg. Although too little data are available so far, this suggests that similarly to the 3,4,5-series, from the presence of an α-methyl group in the 2,4,6-series only a modest difference in human dose may result.
  2. ^abcdTrachsel D, Lehmann D, Enzensperger C (2013).Phenethylamine Von der Struktur zur Funktion. Nachtschatten Verlag AG. p. 885.ISBN 978-3-03788-700-4.

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