2,5-Dimethoxy-4-trifluoromethylamphetamine

2,5-Dimethoxy-4-trifluoromethylamphetamine

Systematic (IUPAC) name
(RS)-1-[2,5-dimethoxy-4-(trifluoromethyl)phenyl]propan-2-amine
Clinical data
Pregnancy cat.	?
Legal status	Uncontrolled
Identifiers
CAS number	159277-07-3 N 159277-12-0 (hydrochloride)
ATC code	?
PubChem	CID 10400521
ChemSpider	8575959 Y
ChEMBL	CHEMBL6620 Y
Synonyms	2,5-dimethoxy-4-trifluoromethylamphetamine
Chemical data
Formula	C12H16F3NO2
Mol. mass	263.26 g/mol
SMILES FC(F)(F)c1cc(OC)c(cc1OC)CC(N)C
InChI InChI=1S/C12H16F3NO2/c1-7(16)4-8-5-11(18-3)9(12(13,14)15)6-10(8)17-2/h5-7H,4,16H2,1-3H3 Y Key:WPGOTSORDNBMHP-UHFFFAOYSA-N Y
N (what is this?)  (verify)

2,5-Dimethoxy-4-trifluoromethylamphetamine (DOTFM) is a psychedelic drug of the phenethylamine and amphetamine chemical classes. It was first synthesized in 1994 by a team at Purdue University led by David E. Nichols. DOTFM is the alpha-methylated analogue of 2C-TFM, and is around twice as potent in animal studies. It acts as an agonist at the 5HT_2A and 5HT_2C receptors. In drug-substitution experiments in rats, DOTFM fully substituted for LSD and was slightly more potent than DOI. Anecdotal reports from human users suggest that DOTFM is a potent psychedelic with an extremely long duration of action, similar to Br-DFLY.

See also

• 2,5-Dimethoxy-4-Substituted Amphetamines