Chemistry:TFMFly

Short description: Psychedelic phenethylamine drug

TFMFly

Legal status
Legal status	CA: Schedule I [In general Unscheduled] * Illegal in Latvia UK: In general Uncontrolled
Identifiers
IUPAC name (2R)-1-[4-(trifluoromethyl)-2,3,6,7-tetrahydrofuro[2,3-f][1]benzofuran-8-yl]propan-2-amine
CAS Number	780744-19-6 Y 332012-20-1 (hydrochloride)
PubChem CID	10782206
ChemSpider	8957519
ChEMBL	ChEMBL1177908
Chemical and physical data
Formula	C14H16F3NO2
Molar mass	287.282 g·mol−1
3D model (JSmol)	Interactive image
SMILES c13OCCc3c(C(F)(F)F)c2OCCc2c1CC(C)N
InChI 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 compound related to psychedelic phenethylamines such as 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 5HT_2A serotonin receptor subtype, and is a chiral compound with the more active (R) enantiomer having a K_i of 0.12 nM at the human 5-HT_2A 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.

Legal Status

TFMFly is illegal in Latvia.

See also

• 2C-E-FLY
• DOB-FLY