TFMFly

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
PubChem CID
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
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TFMFly is a drug related of the phenethylamine, DOx, and FLY families related to psychedelics like 2C-B-FLY and 2C-TFM. It was first reported in 2005 by a team at Purdue University led by David Nichols. It acts as a potent agonist at the 5HT2A serotonin receptor subtype, and is a chiral compound with the more active (R) enantiomer having a Ki of 0.12 nM at the human 5-HT2A receptor. While the fully aromatic benzodifurans such as Bromo-DragonFLY generally have higher binding affinity than saturated compounds like 2C-B-FLY, the saturated compounds have higher efficacy as agonists.