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2CBCB-NBOMe

Chemical compound

Chemical compound

2 candidates for preferred IUPAC name are:

(1) N-[(3-bromo-2,5-dimethoxy-bicyclo[4,2,0]octa-1,3,5-trien-7-yl)methyl]-1-(2-methoxyphenyl)methanamine (2) 1-(3-bromo-2,5-dimethoxy-bicyclo[4,2,0]octa-1,3,5-trien-7-yl)-N-[(2-methoxyphenyl)methyl]methanamine

The relevant decision rule is P-45.2.3 from the IUPAC Blue Book 2013 (Full reference: https://en.wikipedia.org/w/index.php?title=Von_Baeyer_nomenclature&oldid=736323463#cite_note-3). The candidate with the lowest locants in order of citation is the preferred one. “N” is lower than “1” according to P-14.3.5 of the same reference. Therefore, candidate (1) is selected as preferred.--

2CBCB-NBOMe, or NBOMe-TCB-2, is a serotonin receptor modulator and cyclized phenethylamine. It is the NBOMe derivative of the psychedelic drug TCB-2 (2C-BCB).

Interactions

Pharmacology

Pharmacodynamics

2CBCB-NBOMe acts as a potent and selective agonist of the serotonin 5-HT2A and 5-HT2C receptors, with an affinity (Ki) of 0.27nM at the human serotonin 5-HT2A receptor, similar to that of other drugs such as TCB-2, 25I-NBOMe, and Bromo-DragonFLY.

History

2CB2CB-NBOMe was first described in the scientific literature by the lab of David E. Nichols and colleagues in 2007. It was part of an ongoing research program focused on mapping of the specific amino acid residues responsible for ligand binding to the serotonin 5-HT2A receptor.

Society and culture

Canada

2CBCB-NBOMe is not a controlled substance in Canada as of 2025.

United Kingdom

United States

2CBCB-NBOMe is a controlled substance in Vermont as of January 2016.

References

References

  1. (2013). "Phenethylamine: von der Struktur zur Funktion". Nachtschatten-Verlag.
  2. (2007). "Towards a biophysical understanding of hallucinogen action". Purdue University.
  3. "Controlled Drugs and Substances Act".
  4. "Regulated Drugs Rule". Vermont Department of Health.
Info: Wikipedia Source

This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

5-ht2a-agonists 5-ht2c-agonists 25-nb-(psychedelics) 2c-(psychedelics) benzocyclobutenes bromobenzene-derivatives david-e.-nichols designer-drugs 2-methoxyphenyl-compounds psychedelic-phenethylamines
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