4-Methoxyphenethylamine

4-Methoxyphenethylamine
Clinical data
Other names	4-MPEA; para-Methoxyphenethylamine; p-Methoxyphenethylamine; PMPEA; O-Methyltyramine; Methyltyramine; Tyramine methyl ether; Homoanisylamine; NSC-43687
Drug class	Monoamine releasing agent
ATC code	None;
Identifiers
	IUPAC name 2-(4-methoxyphenyl)ethanamine;
CAS Number	55-81-2;
PubChem CID	4657;
ChemSpider	4496;
UNII	UCE8P23XWF;
ChEBI	CHEBI:266039;
ChEMBL	ChEMBL101036;
Chemical and physical data
Formula	C9H13NO
Molar mass	151.209 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COC1=CC=C(C=C1)CCN;
	InChI InChI=1S/C9H13NO/c1-11-9-4-2-8(3-5-9)6-7-10/h2-5H,6-7,10H2,1H3; Key:LTPVSOCPYWDIFU-UHFFFAOYSA-N;

4-Methoxyphenethylamine (4-MPEA), also known as O-methyltyramine, is a drug of the phenethylamine family. It is one of the methoxyphenethylamine positional isomers. Along with mescaline (3,4,5-trimethoxyphenethylamine), 4-MPEA is naturally occurring in Lophophora williamsii (peyote) and other cacti. It has also been found in the flowering plant Erica lusitanica, as well as in human urine.