PNU-22394


PNU-22394, or PNU-22394A, also known as U-22394A, as well as 6-methyl-1,2,3,4,5,6-hexahydroazepinoindole, is a serotonin 5-HT2 receptor agonist of the ibogalog family which was studied as an appetite suppressant and antipsychotic but was never marketed. As an ibogalog, PNU-22394 is a cyclized tryptamine and a simplified ibogaine analogue.

Pharmacology

PNU-22394 acts as a potent modulator of the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors. Its affinities, activational potencies, and efficacies were respectively 19nM and 67.2nM at the serotonin 5-HT2A receptor, 28.5nM and 71.3nM at the serotonin 5-HT2B receptor, and 18.8nM and 18.8nM at the serotonin 5-HT2C receptor. Hence, it is a near-full agonist of the serotonin 5-HT2C receptor, a moderate-efficacy partial agonist of the serotonin 5-HT2A receptor, and a very weak partial agonist or antagonist of the serotonin 5-HT2B receptor. Besides for the serotonin 5-HT2 receptors, PNU-22394 shows very weak affinity for the imidazoline I2 receptor.
PNU-22394 produces anorectic effects and weight loss in both animals and humans as well as pro-cognitive-like effects in animals. The anorectic effects of PNU-22394 in animals can be blocked by the selective serotonin 5-HT2C receptor antagonist SB-242084. PNU-22394 produced side effects in humans including headache, anxiety, nausea, and vomiting, but with rapid tolerance to these side effects that developed within 4days. Despite its activity as a potent serotonin 5-HT2A receptor agonist, PNU-22394 did not produce hallucinogenic effects in humans. Other effects of PNU-22394 in animals included serotonergic tryptamine-like effects, antiaggressive effects, inhibition of conditioned avoidance, and hypothermia, as well as analgesic effects.

History

PNU-22394 was first described in the scientific literature by 1967. It was originally evaluated by Upjohn in people with schizophrenia in the 1960s. It showed no antipsychotic effects, but did unexpectedly produce weight loss in most of the patients. Subsequently, in the 2000s, PNU-22394 was studied as an appetite suppressant and weight loss medication.

Analogues

Various analogues of PNU-22394 have also been studied and described.