Chemistry:NEtPhOH-THPI

From HandWiki

NEtPhOH-THPI, also known as N′-(2-hydroxyphenethyl)-THPI, is a serotonin 5-HT2 receptor agonist and possible serotonergic psychedelic of the tetrahydropyridinylindole (THPI) family related to psychedelic tryptamines.[1] It is a cyclized tryptamine with an NBOMe-like substitution.[1]

The drug is a potent and high-efficacy partial agonist of the serotonin 5-HT2A receptor.[1] Its affinity (Ki) for the receptor was 8.58 nM and its EC50 and Emax values were 20.7 nM (66.5%) for Gq signaling and 58.4 nM (80.7%) for β-arrestin2 signaling.[1] NEtPhOH-THPI is also a potent near-full agonist of the serotonin 5-HT2B receptor (EC50 = 7.94 nM; Emax = 88.9%) and a lower-potency full agonist of the serotonin 5-HT2C receptor (EC50 = 263 nM; Emax = 105.1%).[1] It is a weak serotonin reuptake inhibitor (IC50 = 1,288 nM) as well.[1]

NEtPhOH-THPI induced the head-twitch response, a behavioral proxy of psychedelic effects, in rodents.[1] It produced the head-twitch response at a dose of 3 mg/kg in mice but not at a dose of 1 mg/kg or 10 mg/kg.[1] The drug produced about half the maximal number of head twitches as LSD.[1] The preclinical pharmacokinetics of NEtPhOH-THPI via intraperitoneal injection have been studied.[1]

NEtPhOH-THPI was first described in the scientific literature by Rongyan Li and colleagues by 2025.[1] A close non-hallucinogenic pyrrolopyridine analogue with antidepressant-like effects in rodents was also reported.[1] The chemical syntheses of both this compound and NEtPhOH-THPI were described.[1]

See also

References

  1. ↑ 1.00 1.01 1.02 1.03 1.04 1.05 1.06 1.07 1.08 1.09 1.10 1.11 1.12 "Structure-Guided Design of Novel 5-HT2A Partial Agonists as Psychedelic Analogues with Antidepressant Effects". Journal of Medicinal Chemistry 68 (20): 21683–21700. October 2025. doi:10.1021/acs.jmedchem.5c02045. PMID 41087124. 



Retrieved from "https://handwiki.org/wiki/index.php?title=Chemistry:NEtPhOH-THPI&oldid=4246575"