2C-TFM

2C-TFM, also known as 4-trifluoromethyl-2,5-dimethoxyphenethylamine, is a serotonin 5-HT₂ receptor agonist and psychedelic drug of the phenethylamine and 2C families.^{[1] [2]} It has also been called 2C-CF₃, a name derived from the para -trifluoromethyl group it contains. The drug was first synthesized in the laboratory of David E. Nichols. Later, it was tried humans and its psychedelic effects were confirmed.^[1] 2C-TFM is the most potent psychedelic of the 2C psychedelics, with an active dosage of 3 to 6 mg orally.^{[1] [2]}

A psychedelic dosage of 2C-TFM has been reported by Daniel Trachsel and Alexander Shulgin to be 3 to 6 mg.^{[1] [2]} Its duration has been reported by Trachsel to be 5 to 7 hours or 6 to 10 hours or more in different publications.^{[1] [2]} It is the most potent 2C variation.^[1]

The mechanism that produces the hallucinogenic and entheogenic effects of 2C-TFM is most likely to result from action as a 5-HT_2A 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-HT_2A/C receptors with a K_i of 74.5 nM, as compared to a K_i of 80.9 nM for the more well known 5-HT_2A agonist DOI, indicating similar binding affinity at the receptor.^[3] The high binding affinity conferred by the 4-trifluoromethyl group is demonstrated by the fact that 2C-TFM is one of the only simple phenethylamines to rival the potency of psychedelic amphetamines like DOI and DOB, in both in vitro studies and human trials.^[1]

The toxicity of 2C-TFM is not known.^{[citation needed ]}

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.

It is noted in The Shulgin Index Volume 1: Psychedelic Phenethylamines and Related Compounds where the synthesis is written "from 2C-I (with trifluoroacetic anhydride) to 1-(2,5-dimethoxy-4-iodophenyl)-2-(trifluoroacetamido)ethane; (with methyl chlorodifluoroacetate, KF, Cul) to 1-(2,5-dimethoxy-4-trifluoromethylphenyl)-2-(trifluoroacetamido)ethane; (with KOH) to 2C-TFM."^[4] The synthesis was published by Nichols and his research team.^[3] Since 2C-TFM is usually synthesised from 2C-I and the reaction does not generally consume all of the starting material, samples of 2C-TFM are likely to be contaminated with detectable traces of unreacted 2C-I, which may pose legal issues in jurisdictions where 2C-I is illegal, even though 2C-TFM itself may not be prohibited.

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.

As of October 31st, 2016, 2C-TFM is a controlled substance (Schedule III) in Canada.^[5]

• 2C (psychedelics)
• 2C-TFE
• DOTFM
• 2C-T-TFM (2C-T-36; CYB210010)
• 25TFM-NBOMe
• LPH-5
• TCB-2
• ZC-B

• 5-HT2A agonists
• 5-HT2C agonists
• 2C (psychedelics)
• 2,5-Dimethoxyphenethylamines
• David E. Nichols
• Psychedelic phenethylamines
• Trifluoromethyl compounds

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