TFMFly

Psychedelic drug From Wikipedia, the free encyclopedia

TFMFly, or TFM-FLY, also known as DOTFM-FLY, is a serotonin receptor modulator of the phenethylamine, amphetamine and DOx, and FLY families related to psychedelics like DOTFM and DOB-FLY.[1][2][3]

Other namesTFM-FLY; TFM-Fly; DOTFM-FLY
Legal status
Illegal in Latvia
CAS Number
Quick facts Clinical data, Other names ...
TFMFly
Clinical data
Other namesTFM-FLY; TFM-Fly; DOTFM-FLY
Drug classSerotonin receptor modulator; Serotonin 5-HT2A receptor agonist
Legal status
Legal status
Illegal in Latvia
Identifiers
  • 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)
  • CC(CC1=C2CCOC2=C(C3=C1OCC3)C(F)(F)F)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
  • Key:KMWGSFWAZUVTCM-UHFFFAOYSA-N
  (verify)
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Pharmacology

Pharmacodynamics

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.[2] While the fully aromatic benzodifurans such as Bromo-DragonFLY generally have higher binding affinity than saturated compounds like 2C-B-FLY,[1] the saturated compounds have higher efficacy as agonists.[4]

Chemistry

Synthesis

The chemical synthesis of TFMFly has been described.[1]

Analogues

Analogues of TFMFly include DOTFM, DOB-FLY, and 25TFM-NBOMe, among others.

History

TFMFly was first reported by a team at Purdue University led by David E. Nichols in 2001.[1][3]

Society and culture

Latvia

TFMFly is illegal in Latvia.[5]

See also

References

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