1-(2-Naphthyl)piperazine (2-NP), also known as 1-deazaquipazine, is a serotonin receptor modulator and putative serotonergic psychedelic of the arylpiperazine family related to quipazine.
It shows affinity for the serotonin 5-HT1, 5-HT2, and 5-HT3 receptors and is known to act as a serotonin 5-HT2A receptor partial agonist. Conversely, it has negligible affinity for the serotonin 5-HT1D receptor. The drug produces the head-twitch response, a behavioral proxy of psychedelic effects, in rodents, although it was less efficacious than quipazine. This effect was absent in serotonin 5-HT2A receptor knockout mice. In addition, 2-NP fully generalizes to the psychedelic DOM in animal drug discrimination tests. Hence, it may have hallucinogenic effects in humans.
Along with quipazine, the drug is one of a relatively small number of known psychedelics that is distinct from the tryptamine, phenethylamine, and lysergamide families. It was first described in the scientific literature by at least 1961.
See also Substituted piperazine Substituted naphthylethylamine 1-(1-Naphthyl)piperazine (1-NP) CPQ VCU-1012 (3-azaquipazine)
References
External links 2-NP - Isomer Design