Chemistry:6-Fluoro-DET

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Short description: Chemical compound
6-Fluoro-DET
6-Fluoro-DET.svg
Clinical data
Other names
  • 6-F-DET
  • 6-Fluoro-N,N-diethyltryptamine
  • 1H-Indole-3-ethanamine, N,N-diethyl-6-fluoro-
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC14H19FN2
Molar mass234.318 g·mol−1
3D model (JSmol)

6-Fluoro-DET (6F-DET, 6-fluoro-N,N-diethyltryptamine) is a substituted tryptamine derivative related to drugs such as DET and 5-fluoro-DET. It acts as a partial agonist at the 5-HT2A receptor, but while it produces similar physiological effects to psychedelic drugs, it does not appear to produce psychedelic effects itself even at high doses. For this reason it saw some use as an active placebo in early clinical trials of psychedelic drugs but was regarded as having little use otherwise,[1] though more recent research into compounds such as AL-34662, TBG and AAZ-A-154 has shown that these kind of non-psychedelic 5-HT2A agonists can have various useful applications.[2][3][4][5][6][7]

See also

  • 5F-DMT
  • 5F-DET
  • 5F-MET
  • 5F-EPT
  • 6F-AMT
  • 6F-DMT

References

  1. "Clinical evaluation of some hallucinogenic tryptamine derivatives". The Journal of Nervous and Mental Disease 145 (4): 306–313. October 1967. doi:10.1097/00005053-196710000-00005. PMID 6076017. 
  2. "Pharmacology and Classification of LSD-like Hallucinogens". Drug Addiction II. Handbuch der experimentellen Pharmakologie. Handbook of Experimental Pharmacology. 45. Berlin, Heidelberg: Springer. 1977. pp. 305–368. doi:10.1007/978-3-642-66709-1_3. ISBN 978-3-642-66711-4. 
  3. "Effect of ring fluorination on the pharmacology of hallucinogenic tryptamines". Journal of Medicinal Chemistry 43 (24): 4701–4710. November 2000. doi:10.1021/jm000339w. PMID 11101361. 
  4. "5-HT2A receptor-stimulated phosphoinositide hydrolysis in the stimulus effects of hallucinogens". Pharmacology, Biochemistry, and Behavior 72 (1–2): 29–37. May 2002. doi:10.1016/s0091-3057(01)00720-1. PMID 11900766. 
  5. "Chemistry and Structure-Activity Relationships of Psychedelics". Current Topics in Behavioral Neurosciences 36: 1–43. 2018. doi:10.1007/7854_2017_475. ISBN 978-3-662-55878-2. PMID 28401524. 
  6. "A non-hallucinogenic psychedelic analogue with therapeutic potential". Nature 589 (7842): 474–479. January 2021. doi:10.1038/s41586-020-3008-z. PMID 33299186. Bibcode2021Natur.589..474C. 
  7. "Psychedelic-inspired drug discovery using an engineered biosensor". Cell 184 (10): 2779–2792.e18. May 2021. doi:10.1016/j.cell.2021.03.043. PMID 33915107.