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TFMFly

From Wikipedia, the free encyclopedia
Psychedelic phenethylamine drug
Pharmaceutical compound
TFMFly
Legal status
Legal status
Illegal in Latvia
Identifiers
  • (2R)-1-[4-(trifluoromethyl)-2,3,6,7-tetrahydrofuro[2,3-f][1]benzofuran-8-yl]propan-2-amine
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC14H16F3NO2
Molar mass287.282 g·mol−1
3D model (JSmol)
  • c13OCCc3c(C(F)(F)F)c2OCCc2c1CC(C)N
  • InChI=1S/C14H16F3NO2/c1-7(18)6-10-8-2-4-20-13(8)11(14(15,16)17)9-3-5-19-12(9)10/h7H,2-6,18H2,1H3/t7-/m1/s1
  • Key:KMWGSFWAZUVTCM-SSDOTTSWSA-N
  (verify)

TFMFly is adrug related of thephenethylamine,DOx, andFLY families related topsychedelics like2C-B-FLY and2C-TFM. It was first reported in 2005 by a team atPurdue University led byDavid Nichols.[1] It acts as a potentagonist at the5HT2Aserotoninreceptor subtype, and is achiral compound with the more active (R)enantiomer having a Ki of 0.12 nM at the human 5-HT2A receptor.[2] While the fully aromatic benzodifurans such asBromo-DragonFLY generally have higherbinding affinity than saturated compounds like 2C-B-FLY,[3] the saturated compounds have higherefficacy as agonists.[4]

Legal Status

[edit]

TFMFly is illegal in Latvia.[5]

See also

[edit]

References

[edit]
  1. ^Braden MR (2007).Towards a biophysical understanding of hallucinogen action (Ph.D. thesis). Purdue University.ProQuest 304838368.
  2. ^Parrish JC, Braden MR, Gundy E, Nichols DE (December 2005)."Differential phospholipase C activation by phenylalkylamine serotonin 5-HT 2A receptor agonists".Journal of Neurochemistry.95 (6):1575–84.doi:10.1111/j.1471-4159.2005.03477.x.PMID 16277614.S2CID 24005602.
  3. ^Chambers JJ, Kurrasch-Orbaugh DM, Parker MA, Nichols DE (March 2001). "Enantiospecific synthesis and pharmacological evaluation of a series of super-potent, conformationally restricted 5-HT(2A/2C) receptor agonists".Journal of Medicinal Chemistry.44 (6):1003–10.CiteSeerX 10.1.1.691.362.doi:10.1021/jm000491y.PMID 11300881.
  4. ^Heim R.Synthese und Pharmakologie potenter 5-HT2A-Rezeptoragonisten mit N-2-Methoxybenzyl-Partialstruktur. Entwicklung eines neuen Struktur-Wirkungskonzepts (Ph.D. thesis) (in German). Freien Universität Berlin.
  5. ^"Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem" [Regulations on Narcotic Drugs, Psychotropic Substances and Precursors Controlled in Latvia] (in Latvian). Ministry of Health of the Republic of Latvia. Archived fromthe original on 2016-02-02. Retrieved2015-10-15.
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