3C-DFE

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3C-DFE
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Names
IUPAC name
1-[4-(2,2-Difluoroethoxy)-3,5-dimethoxyphenyl]propan-2-amine
Other names
3C-DFE
Identifiers
501700-07-8 YesY
ChemSpider 33260397 YesY
Jmol 3D model Interactive image
PubChem 54939285
  • InChI=1S/C13H19F2NO3/c1-8(16)4-9-5-10(17-2)13(11(6-9)18-3)19-7-12(14)15/h5-6,8,12H,4,7,16H2,1-3H3
    Key: TYXHBMNQOVLYRX-UHFFFAOYSA-N
  • InChI=1/C13H19F2NO3/c1-8(16)4-9-5-10(17-2)13(11(6-9)18-3)19-7-12(14)15/h5-6,8,12H,4,7,16H2,1-3H3
    Key: TYXHBMNQOVLYRX-UHFFFAOYAC
  • COc1cc(CC(N)C)cc(OC)c1OCC(F)F
Properties
C13H19FNO3
Molar mass 275.292 g/mol
Melting point 171–172 °C (340–342 °F; 444–445 K)
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

3C-DFE is a lesser-known psychedelic drug, which is a fluorinated derivative of 3C-E. It was first synthesised by Daniel Trachsel in 2002,[1][2] and has been reported as showing similar psychedelic activity to related compounds, with a dose range of around 20-40mg and a duration of approximately 10 hours.[3][4] Despite its reported psychedelic activity, binding studies in vitro showed 3C-DFE to have a surprisingly weak binding affinity of 2695nM at 5-HT2A with negligible affinity at 5-HT2C,[5] making it only slightly higher affinity than mescaline, despite its higher potency in vivo.

See also

References

  1. Trachsel D. Synthese von neuen (Phenylalkyl)aminen zur Untersuchung von Struktur-Aktivitätsbeziehungen, Mitteilung 1, Mescalin Derivate. Helvetica Chimica Acta. 2002; 85(9):3019–3026. doi:10.1002/1522-2675(200209)85:9<3019::AID-HLCA3019>3.0.CO;2-4
  2. Trachsel D. Fluorine in psychedelic phenethylamines. Drug Test Anal. 2012 Jul-Aug;4(7-8):577-90. doi: 10.1002/dta.413 PMID 22374819
  3. Daniel Trachsel, David Lehmann and Christoph Enzensperger. Phenethylamine Von der Struktur zur Funktion, p 736. Nachtschatten Verlag AG, 2013. ISBN 978-3-03788-700-4
  4. 3c-al, 3c-dfe. Bluelight.org, 15 September 2005
  5. Trachsel et al, p 737.


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