2,5-Dimethoxy-4-trifluoromethylamphetamine

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2,5-Dimethoxy-4-trifluoromethylamphetamine
2,5-Dimethoxy-4-trifluoromethylamphetamine.svg
Systematic (IUPAC) name
(RS)-1-[2,5-Dimethoxy-4-(trifluoromethyl)phenyl]propan-2-amine
Legal status
Legal status
Identifiers
CAS Number 159277-07-3 N
159277-12-0 (hydrochloride)
PubChem CID 10400521
ChemSpider 8575959 YesY
ChEMBL CHEMBL6620 YesY
Synonyms 2,5-Dimethoxy-4-trifluoromethylamphetamine
Chemical data
Formula C12H16F3NO2
Molar mass 263.26 g/mol
 NYesY (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.[1] 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 5HT2A and 5HT2C receptors.[1] In drug-substitution experiments in rats, DOTFM fully substituted for LSD and was slightly more potent than DOI.[1]

See also[edit]

References[edit]

  1. ^ a b c Nichols DE, Frescas S, Marona-Lewicka D, Huang X, Roth BL, Gudelsky GA, Nash JF (1994). "1-(2,5-Dimethoxy-4-(trifluoromethyl)phenyl)-2-aminopropane: a potent serotonin 5-HT2A/2C agonist". Journal of Medicinal Chemistry 37 (25): 4346–4351. doi:10.1021/jm00051a011. PMID 7996545.