Chemistry:MTFEM

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MTFEM, also known as 4-(2,2,2-trifluoroethoxy)-2,5-dimethoxyamphetamine, is a serotonin receptor modulator of the phenethylamine, amphetamine, and DOx families.[1] It is a derivative of the DOx psychedelics TMA-2 and MEM in which the 4-position substituent has been extended.[1] The drug is also the α-methyl or amphetamine analogue of 2C-O-22.[1]

Use and effects

In humans, MTFEM produced stimulant effects at a dose of 2.5 mg and had a duration of 12 hours.[2] Its full effects in humans were not determined and it was estimated that its human dose range would be 10 mg or more.[2] Along with TMA-2 and MEM, it is one of the few compounds in its series tested and known to be active in humans.[2]

Pharmacology

MTFEM acts as a potent modulator of the serotonin 5-HT2 receptors.[1] Its affinities (Ki) were 460 nM for the serotonin 5-HT2A receptor and 2,400 nM for the serotonin 5-HT2C receptor, whereas its activational potencies (EC50 (Emax)) were 19 nM (80%) at the serotonin 5-HT2A receptor and 200 nM (4.8%) at the serotonin 5-HT2B receptor.[1] Hence, MTFEM is a near-full agonist of the serotonin 5-HT2A receptor but a near-silent antagonist of the serotonin 5-HT2B receptor.[1] Besides the serotonin 5-HT2 receptors, the drug showed little to no activity at various other assessed targets, such as the monoamine transporters.[1] It does not appear to have been tested for psychedelic-like activity in animals.[1]

History

MTFEM was first described in the scientific literature by Daniel Trachsel in 2012.[3][2] Its psychoactive effects in humans were reported by Trachsel and colleagues in 2013.[2] Subsequently, it was characterized in more detail by a group including Trachsel and Matthias Liechti in 2019.[1] The compound's name is said to derive from its benzene ring substituents, "methoxy trifluoroethoxy methoxy".[1]

See also

References

  1. ↑ 1.00 1.01 1.02 1.03 1.04 1.05 1.06 1.07 1.08 1.09 "Receptor Interaction Profiles of 4-Alkoxy-Substituted 2,5-Dimethoxyphenethylamines and Related Amphetamines". Frontiers in Pharmacology 10. 2019. doi:10.3389/fphar.2019.01423. PMID 31849671. 
  2. ↑ 2.0 2.1 2.2 2.3 2.4 (in de) Phenethylamine: von der Struktur zur Funktion. Nachtschatten-Science (1 ed.). Solothurn: Nachtschatten-Verlag. 2013. pp. 786–787. ISBN 978-3-03788-700-4. OCLC 858805226. https://books.google.com/books?id=-Us1kgEACAAJ. 
  3. ↑ "Fluorine in psychedelic phenethylamines". Drug Testing and Analysis 4 (7–8): 577–590. 2012. doi:10.1002/dta.413. PMID 22374819. 




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