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Names

2C-TFM
2C-CF₃
4-Trifuouromethyl-2,5-dimethoxyphenethylamine

IUPAC name

2-[2,5-Dimethoxy-4-(trifluoromethyl)phenyl]ethan-1-amine

ID 2040 · Formula C₁₁H₁₄F₃NO₂ · Molecular weight 249.23

InChI InChI=1S/C11H14F3NO2/c1-16-9-6-8(11(12,13)14)10(17-2)5-7(9)3-4-15/h5-6H,3-4,15H2,1-2H3

InChI Key LYXGNMLWYONZID-UHFFFAOYSA-N This stereoisomer Any stereoisomer

SMILES NCCc1cc(OC)c(cc1OC)C(F)(F)F

ChemSpider 8575233
PubChem 10399795
Wikidata Q3014225
Wikipedia 2C-TFM
Wikipedia, see also 2C (psychedelics)
Project Response 2C-TFM (1373-15)
bluelight.org The Big & Dandy 2C-TFM Thread

Shulgin Index #28 2C-TFM · Table 5Page 343Row 1

Phenethylamine: Von der Strucktur zur Funktion 2C-TFM: 8.5 (41) 768, 769, 771, 810, 823, 841

Braden, MR. Towards a biophysical understanding of hallucinogen action. Ph. D. Thesis, Purdue University, West Lafayette, IN, 1 Jan 2007. 8.4 MB. #2C-TFM

Nichols, DE; Frescas, SP; Marona-Lewicka, D; Huang, X; Roth, BL; Gudelsky, GA; Nash, JF. 1-(2,5-Dimethoxy-4-(trifluoromethyl)phenyl)-2-aminopropane: A potent serotonin 5-HT_2A/2C agonist. J. Med. Chem., 1 Dec 1994, 37 (25), 4346–4351. 873 kB. https://doi.org/10.1021/jm00051a011

Trachsel, D. Fluorine in psychedelic phenethylamines. Drug Test. Anal., 1 Jul 2012, 4 (7-8), 577-590. 1.0 MB. https://doi.org/10.1002/dta.413

Parrish, JC. Toward a molecular understanding of hallucinogen action. Ph. D. Thesis, Purdue University, West Lafayette, IN, 1 Jan 2006. 5.5 MB.

Parrish, JC; Braden, MR; Gundy, E; Nichols, DE. Differential phospholipase C activation by phenylalkylamine serotonin 5-HT_2A receptor agonists. J. Neurochem., 1 Dec 2005, 95 (6), 1575–1584. 301 kB. https://doi.org/10.1111/j.1471-4159.2005.03477.x

Leth-Petersen, S; Bundgaard, C; Hansen, M; Carnerup, MA; Kehler, J; Kristensen, JL. Correlating the metabolic stability of psychedelic 5-HT_2A agonists with anecdotal reports of human oral bioavailability. Neurochem. Res., 12 Feb 2014, 39 (10), 2018-2023. 625 kB. https://doi.org/10.1007/s11064-014-1253-y

EMCDDA. New drugs in Europe, 2015, European Monitoring Centre for Drugs and Drug Addiction, Lisbon, 1 May 2016. 1.0 MB. #33

Monte, AP; Marona-Lewicka, D; Parker, MA; Wainscott, DB; Nelson, DL; Nichols, DE. Dihydrobenzofuran analogues of hallucinogens. 3. 1 Models of 4-substituted (2,5-dimethoxyphenyl)alkylamine derivatives with rigidified methoxy groups. J. Med. Chem., 1 Jan 1996, 39 (15), 2953–2961. 290 kB. https://doi.org/10.1021/jm960199j #2c

Monte, AP. Structure-activity relationships of hallucinogens: Design, synthesis, and pharmacological evaluation of a series of conformationally restricted phenethylamines. Ph. D. Thesis, Purdue University, West Lafayette, IN, 1 Aug 1995. 10.7 MB. #2C-TFM MS,NMR

Fenderson5555. Trifluoromethylated phenethylamines. , 17 May 2021. . Fenderson5555 23.7 MB. #2C-CF₃

Kristensen, JL; Jensen, AA; Märcher-Rørsted, E; Leth-Petersen, S. 5-HT_2A agonists for use in treatment of depression. US Patent US20210137908A1, 13 May 2021. 8.2 MB. #2C-TFM LC,MS,NMR,TLC

Hansen, M. Design and synthesis of selective serotonin receptor agonists for positron emission tomography imaging of the brain. Ph. D. Thesis, University of Copenhagen, 16 Dec 2012. 7.9 MB. #2.56 NMR

Heim, R. Synthesis and pharmacology of potent 5-HT_2A receptor agonists with N-2-methoxybenzyl partial structure. SC. D. Thesis, Freie Universität, Berlin, 1 Jan 2004. 3.9 MB. #228 In German. MS,NMR,IR

10014

10087

10131

DTFM

β-MeO-5H-2C-TFM

7 Dec 2019 · · Isomer Design