25N-NBPh

25N-NBPh (NBPh-2C-N) is a phenethylamine derivative from the 25-NB class, which acts as a potent agonist at the 5-HT_2A receptor with weaker activity at 5-HT_2B and 5-HT_2C. 25N-NBPh is a biased agonist, producing robust activation of 5-HT_2A coupled signalling pathways mediated by beta arrestin 2, but with only slight activation of pathways mediated via G_q. In animal studies it produces a modest head-twitch response when administered by itself, but blocks the effects of the fully active psychedelic DOI. ^[1][2][3]

25N-NBPh

Identifiers
IUPAC name N-[(2-phenyl)benzyl]-1-(2,5-dimethoxy-4-nitrophenyl)-2-aminoethane
CAS Number	2865185-29-9 Y
PubChem CID	175819744
Chemical and physical data
Formula	C23H24N2O4
Molar mass	392.455 g·mol−1
3D model (JSmol)	Interactive image
SMILES COc1cc(CCNCc2ccccc2c2ccccc2)c(cc1[N+]([O-])=O)OC
InChI InChI=1S/C23H24N2O4/c1-28-22-15-21(25(26)27)23(29-2)14-18(22)12-13-24-16-19-10-6-7-11-20(19)17-8-4-3-5-9-17/h3-11,14-15,24H,12-13,16H2,1-2H3 Key:LXUVMUYFLPADGJ-UHFFFAOYSA-N

See also

• 25N-NBOMe (NBOMe-2C-N)
• 25N-N1-Nap
• RS130-180