2C-TFM: Difference between revisions
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Revision as of 06:04, 11 March 2012
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| Names | |
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| IUPAC name
2,5-Dimethoxy-4-(trifluoromethyl)phenethylamine
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| Identifiers | |
3D model (JSmol)
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| ChEMBL | |
| ChemSpider | |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C11H14F3NO2 | |
| Molar mass | 249.23 g/mol |
| Melting point | 260 °C (hydrochloride) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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2C-TFM is a psychedelic phenethylamine of the 2C family. It was first synthesized in the laboratory of David E. Nichols. It has also been called 2C-CF3, a name derived from the para-trifluoromethyl group it contains.
Chemistry
2C-TFM is a code that represents 4-trifluoromethyl-2,5-dimethoxyphenethylamine. The full name of the chemical is 2-[2,5-dimethoxy-4-(trifluoromethyl)phenyl]ethanamine.
Dosage
A psychedelic dosage of 2C-TFM is reported to be 3-5 mg.
Effects
Very little data exists, but some reports suggest 2C-TFM produces psychedelic (hallucinogenic/entheogenic) effects that may last 8–16 hours.
Legality
2C-TFM is unscheduled and uncontrolled in the United States, but possession and sales of 2C-TFM could potentially be prosecuted under the Federal Analog Act because of its structural similarities to 2C-B and 2C-T-7. However, 2C-TFM, unlike many other phenethylamines, has not been widely sold by internet retailers. In the wake of Operation Web Tryp in July 2004, the issue of possession and sales of 2C-TFM and other similar chemicals will probably be resolved in the courtroom as well the fate of this rare but unique psychedelic. There have been no reported deaths or hospitalizations from 2C-TFM.
Pharmacology
The mechanism that produces the hallucinogenic and entheogenic effects of 2C-TFM is most likely to result from action as a 5-HT2A serotonin receptor agonist in the brain, a mechanism of action shared by all of the hallucinogenic tryptamines and phenethylamines. 2C-TFM displaced radiolabelled ketanserin from 5-HT2A/C receptors with a Ki of 74.5, as compared to a Ki of 80.9 for the more well known 5-HT2A agonist DOI, indicating similar binding affinity at the receptor.[1]
Dangers
The toxicity of 2C-TFM is not known.
References
- ^ Nichols DE, Frescas S, Marona-Lewicka D, Huang X, Roth BL, Grudelsky GA, Nash JF (1994). "1-(2,5-Dimethoxy-4-(trifluoromethyl)phenyl-)2-aminopropane: A Potent Serotonin 5-HT2A/C agonist". J. Med. Chem. 37 (25): 4346–4351. doi:10.1021/jm00051a011. PMID 7996545.
{{cite journal}}: CS1 maint: multiple names: authors list (link)