CAS Number 1391489-32-9 ChemSpider 58191431 3D model (Jmol) Interactive image | PubChem CID 90489020 Formula C18H20N2O3 Molar mass 312.362 g/mol | |
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Legal status UK: Class AIllegal in Hungary | ||
25CN-NBOH (or NBOH-2C-CN) is a compound indirectly derived from the phenethylamine series of hallucinogens, which was discovered in 2011 by Martin Hansen at the University of Copenhagen. This compound is notable as one of the most selective agonist ligands for the 5-HT2A receptor yet discovered, with a pKi of 8.88 at the human 5-HT2A receptor and with 100x selectivity for 5-HT2A over 5-HT2C, and 46x selectivity for 5-HT2A over 5-HT2B. In animal studies, 25CN-NBOH was found to partially substitute for DOI but was considerably weaker at inducing a head-twitch response in mice.
Contents
Related compounds
The tendency of the 4-cyano substitution to confer high 5-HT2A selectivity had previously been observed with DOCN, but this was not sufficiently potent to be widely adopted as a research ligand. 25CN-NBOH is still slightly less selective for 5-HT2A than the more complex cyclised derivative 2S,6S-DMBMPP ((2S,6S)-2-(2,5-dimethoxy-4-bromobenzyl)-6-(2-methoxyphenyl)piperidine), however it is also less complex to synthesise and has higher efficacy as a partial agonist of the 5-HT2A receptor.
Legality
25CN-NBOH is illegal in Hungary.