2C-B-5-hemiFLY-α6, also known as BNAP, is a serotonin receptor modulator of the phenethylamine and FLY families related to the psychedelic drugs 2C-B and DOB. It is a cyclized phenethylamine with a partial ergoline like chemical structure.
It is a tricyclic structure that mimics the A, B, and C rings of LSD.
Pharmacology
The more active syn stereoisomer of the drug shows high affinity for the human serotonin 5-HT2A and 5-HT2C receptors with agonist radioligands (Ki = 13–16nM and 4–6nM, respectively). These affinities were 20- to 30-fold lower than those of the related drug DOB-FLY. The stereoisomer also showed much weaker affinity for the serotonin 5-HT2B receptor with agonist radioligand (Ki = 280nM) and for the serotonin 5-HT1A receptor (Ki = 960nM). Affinities for rat serotonin receptors and for human serotonin receptors with antagonist radioligands were much lower. A subsequent study showed the more active enantiomer to be a partial agonist of the rat serotonin 5-HT2A receptor ( = 2,090nM; = 63%). Neither stereoisomer produced LSD-like effects in rodent drug discrimination tests. Unexpectedly, the more active stereoisomer showed relatively high affinity for the five muscarinic acetylcholine receptors (Ki = 12–81nM).
History
2C-B-F-hemiFLY-α6 was first described in the scientific literature by 1995. The compound resulted in research that discovered that phenethylamines and lysergamides do not necessarily interact with the serotonin 5-HT2A receptor in the same manner. Following the negative findings, further investigation in this area was discontinued.
Analogues An analogue of 2C-B-5-hemiFLY-α6 with the amine modified showed not only high-affinity partial agonism at the serotonin 5-HT2A receptor but also partially substituted for LSD and/or DOI in rodent tests.
See also Cyclized phenethylamine Substituted methoxyphenethylamine FLY (psychedelics) Partial ergoline 2CB7 (2C-B-5-hemiFLY-β7) RU-27849 FHATHBIN
References
External links 2C-B-5-hemiFLY-α6 - Isomer Design