Chemistry:2C-BI-8

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2C-BI-8, also known as 2,5-dimethoxy-4-(4-methoxyphenyl)phenethylamine or as 4′-methoxy-2C-Ph, is a serotonin receptor agonist of the phenethylamine and 2C families.[1][2][3] It is the derivative of 2C-Ph (2C-BI-1) with a methoxy group at the 4 position of the added phenyl ring.[1][3]

The drug binds to and/or activates the serotonin 5-HT2 receptors.[1][2][3] At the human serotonin 5-HT2A receptor, its affinity (Ki) is 19 nM, activational potency (EC50) is 37 nM, and intrinsic activity (Emax) is 40%.[3] These were among the most potent and efficacious in a series of evaluated 2C-Ph derivatives (2C-BI compounds) that included 2C-BI-8.[3] However, 2C-BI-8's activational potency was about 18-fold lower than that of 2C-B and its efficacy was less than half of that of 2C-B.[3] The drug also interacts with certain other monoamine receptors and has been assessed at the monoamine transporters.[3] It may have the potential to produce psychedelic effects in humans.[1][3]

2C-BI-8 was first described in the scientific literature by Daniel Trachsel and David E. Nichols and colleagues in 2009.[1][2][3] It is a controlled substance in Canada under phenethylamine blanket-ban language.[4]

See also

References

  1. ↑ 1.0 1.1 1.2 1.3 1.4 (in de) Phenethylamine: von der Struktur zur Funktion. Nachtschatten-Science. Solothurn: Nachtschatten-Verlag. 2013. p. 806. ISBN 978-3-03788-700-4. OCLC 858805226. https://books.google.com/books?id=-Us1kgEACAAJ. Retrieved 29 January 2025. 
  2. ↑ 2.0 2.1 2.2 "4-aryl-substituted 2,5-dimethoxyphenethylamines: synthesis and serotonin 5-HT(2A) receptor affinities". Chemistry & Biodiversity 6 (5): 692–704. May 2009. doi:10.1002/cbdv.200800235. PMID 19479848. 
  3. ↑ 3.0 3.1 3.2 3.3 3.4 3.5 3.6 3.7 3.8 "Monoamine receptor interaction profiles of 4-aryl-substituted 2,5-dimethoxyphenethylamines (2C-BI derivatives)". European Journal of Pharmacology 855: 103–111. July 2019. doi:10.1016/j.ejphar.2019.05.014. PMID 31063768. 
  4. ↑ "Controlled Drugs and Substances Act". https://laws-lois.justice.gc.ca/eng/acts/c-38.8/FullText.html.