25N-N1-Nap

25N-N1-Nap
Identifiers
  • N-[(naphthalen-1-yl)methyl]-1-(2,5-dimethoxy-4-nitrophenyl)-2-aminoethane
CAS Number
PubChem CID
Chemical and physical data
FormulaC21H22N2O4
Molar mass366.417 g·mol−1
3D model (JSmol)
  • COc1cc(CCNCc2cccc3ccccc32)c(cc1[N+]([O-])=O)OC
  • InChI=1S/C21H22N2O4/c1-26-20-13-19(23(24)25)21(27-2)12-16(20)10-11-22-14-17-8-5-7-15-6-3-4-9-18(15)17/h3-9,12-13,22H,10-11,14H2,1-2H3
  • Key:ALVHBRTUOXXMDK-UHFFFAOYSA-N

25N-N1-Nap is a phenethylamine derivative from the 25-NB class, which acts as a potent agonist at the 5-HT2A receptor with weaker activity at 5-HT2B and 5-HT2C. 25N-N1-Nap is a biased agonist, producing robust activation of 5-HT2A coupled signaling pathways mediated by beta arrestin 2, but with little or no activation of pathways mediated via Gq. In animal studies it produces antipsychotic effects but without producing the head-twitch response associated with psychedelic activity.