Chemistry:TFMFly

From HandWiki

TFMFly, or TFM-FLY, also known as DOTFM-FLY, is a serotonin receptor modulator of the phenethylamine, amphetamine and DOx, and FLY families related to psychedelics like DOTFM and DOB-FLY.[1][2][3]

Pharmacology

Pharmacodynamics

It acts as a potent agonist at the 5HT2A serotonin receptor subtype, and is a chiral compound with the more active (R) enantiomer having a Ki of 0.12 nM at the human 5-HT2A receptor.[2] While the fully aromatic benzodifurans such as Bromo-DragonFLY generally have higher binding affinity than saturated compounds like 2C-B-FLY,[1] the saturated compounds have higher efficacy as agonists.[4]

Chemistry

Synthesis

The chemical synthesis of TFMFly has been described.[1]

Analogues

Analogues of TFMFly include DOTFM, DOB-FLY, and 25TFM-NBOMe, among others.

History

TFMFly was first reported by a team at Purdue University led by David E. Nichols in 2001.[1][3]

Society and culture

Latvia

TFMFly is illegal in Latvia.[5]

See also

  • FLY (psychedelics)

References

  1. ↑ 1.0 1.1 1.2 1.3 "Enantiospecific synthesis and pharmacological evaluation of a series of super-potent, conformationally restricted 5-HT(2A/2C) receptor agonists". J Med Chem 44 (6): 1003–1010. March 2001. doi:10.1021/jm000491y. PMID 11300881. 
  2. ↑ 2.0 2.1 "Differential phospholipase C activation by phenylalkylamine serotonin 5-HT 2A receptor agonists". Journal of Neurochemistry 95 (6): 1575–1584. December 2005. doi:10.1111/j.1471-4159.2005.03477.x. PMID 16277614. 
  3. ↑ 3.0 3.1 Braden MR (2007). Towards a biophysical understanding of hallucinogen action (Ph.D. thesis). Purdue University. ProQuest 304838368.
  4. ↑ Heim R. Synthese und Pharmakologie potenter 5-HT2A-Rezeptoragonisten mit N-2-Methoxybenzyl-Partialstruktur. Entwicklung eines neuen Struktur-Wirkungskonzepts (Ph.D. thesis) (in German). Freien Universität Berlin.{{cite thesis}}: CS1 maint: unrecognized language (link)
  5. ↑ "Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem" (in Latvian). Ministry of Health of the Republic of Latvia. http://www.vm.gov.lv/images/userfiles/metodiskas_vadlinijas_080914.doc. 



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