NBOMe-mescaline

NBOMe-mescaline
Clinical data
Other namesmescaline-NBOMe; 345-NBOMe; N-(2-methoxybenzyl)-3,4,5-trimethoxyphenethylamine; 2-(3,4,5-trimethoxyphenyl)-N-[(2-methoxyphenyl)methyl]ethanamine; 3,4,5-Trimethoxy-N-(2-methoxybenzyl)phenethylamine
Routes of
administration		Oral, intranasal, bucal, sublingual, intravenous
ATC code
  • none
Legal status
Legal status
  • DE: NpSG (Industrial and scientific use only)
  • UK: Class A
  • US: Unscheduled
Pharmacokinetic data
Elimination half-life?
Identifiers
  • N-(2-Methoxybenzyl)-2-(3,4,5-trimethoxyphenyl)ethan-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC19H25NO4
Molar mass331.412 g·mol−1
3D model (JSmol)
  • COC1=CC(CCNCC2=C(OC)C=CC=C2)=CC(OC)=C1OC.Cl
  • InChI=1S/C19H25NO4/c1-21-16-8-6-5-7-15(16)13-20-10-9-14-11-17(22-2)19(24-4)18(12-14)23-3/h5-8,11-12,20H,9-10,13H2,1-4H3 checkY
  • Key:USPSMWCGHVXKMN-UHFFFAOYSA-N checkY

NBOMe-mescaline or mescaline-NBOMe is a synthetic substituted phenethylamine. It is a partial agonist of serotonin receptors with a 5-HT2A pKi originally reported as 7.3 (i.e. Ki of approximately 50nM),[1] though more modern techniques assayed it as 140nM at 5-HT2A and 640nM at 5-HT2C, making it one of the least potent compounds among the N-benzyl phenethylamines.[2]

  1. ^ Cite error: The named reference NS 1999 was invoked but never defined (see the help page).
  2. ^ Rickli A, Luethi D, Reinisch J, Buchy D, Hoener MC, Liechti ME (December 2015). "Receptor interaction profiles of novel N-2-methoxybenzyl (NBOMe) derivatives of 2,5-dimethoxy-substituted phenethylamines (2C drugs)" (PDF). Neuropharmacology. 99: 546–53. doi:10.1016/j.neuropharm.2015.08.034. PMID 26318099. S2CID 10382311.