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6-TFMO-DMT

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6-TFMO-DMT
Clinical data
Other names6-Trifluoromethoxy-DMT; 6-Trifluoromethoxy-N,N-dimethyltryptamine
Drug classSerotonin receptor modulator; Serotonin 5-HT2A receptor agonist; Psychedelic drug; Hallucinogen
ATC code
  • None
Identifiers
  • N,N-dimethyl-2-[6-(trifluoromethoxy)-1H-indol-3-yl]ethanamine
PubChem CID
Chemical and physical data
FormulaC13H15F3N2O
Molar mass272.271 g·mol−1
3D model (JSmol)
  • CN(C)CCC1=CNC2=C1C=CC(=C2)OC(F)(F)F
  • InChI=1S/C13H15F3N2O/c1-18(2)6-5-9-8-17-12-7-10(3-4-11(9)12)19-13(14,15)16/h3-4,7-8,17H,5-6H2,1-2H3
  • Key:TZLAKZDAVNSCDO-UHFFFAOYSA-N

6-TFMO-DMT, also known as 6-trifluoromethoxy-DMT or as 6-trifluoromethoxy-N,N-dimethyltryptamine, is a psychedelic drug of the tryptamine family.[1][2] It is an analogue of 5-MeO-DMT, 6-MeO-DMT, and 5-TFMO-DMT.[1][2] The drug shows affinity for the serotonin 5-HT1A and 5-HT2A receptors.[1][2] Its affinities for these receptors were substantially reduced compared to those of dimethyltryptamine (DMT) and 5-MeO-DMT.[1][2] 6-TFMO-DMT was inactive as an agonist of the serotonin 5-HT1A receptor, but was active as an agonist of the serotonin 5-HT2A receptor, with dramatically reduced potency compared to 5-MeO-DMT and a few-fold lower potency than DMT.[2] The drug robustly induced the head-twitch response, a behavioral proxy of psychedelic effects, in rodents, with similar maximal efficacy as psilocin.[2] 6-TFMO-DMT was first described in the scientific literature by Xue Chen and colleagues by 2023.[1][2]

See also

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References

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  1. 1 2 3 4 5 Chen X, Li J, Yu L, Maule F, Chang L, Gallant JA, et al. (October 2023). "A cane toad (Rhinella marina) N-methyltransferase converts primary indolethylamines to tertiary psychedelic amines". The Journal of Biological Chemistry. 299 (10) 105231. doi:10.1016/j.jbc.2023.105231. PMC 10570959. PMID 37690691.
  2. 1 2 3 4 5 6 7 Chen X, Li J, Yu L, Dhananjaya D, Maule F, Cook S, et al. (10 March 2023). "Bioproduction platform using a novel cane toad (Rhinella marina) N-methyltransferase for psychedelic-inspired drug discovery" (PDF). Research Square. doi:10.21203/rs.3.rs-2667175/v1. Retrieved 18 March 2025.
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