2,3-Dimethoxyphenethylamine

2,3-Dimethoxyphenethylamine
Clinical data
Other names	2,3-DMPEA; DMPEA-2
ATC code	None;
Identifiers
	IUPAC name 2-(2,3-dimethoxyphenyl)ethanamine;
CAS Number	3213-29-4;
PubChem CID	137858;
ChemSpider	121507;
UNII	LUW5Z6DJ9Q;
CompTox Dashboard (EPA)	DTXSID10185913 ;
ECHA InfoCard	100.154.035
Chemical and physical data
Formula	C10H15NO2
Molar mass	181.235 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COC1=CC=CC(=C1OC)CCN;
	InChI InChI=1S/C10H15NO2/c1-12-9-5-3-4-8(6-7-11)10(9)13-2/h3-5H,6-7,11H2,1-2H3; Key:XKBUFTXNLBWTFP-UHFFFAOYSA-N;

2,3-Dimethoxyphenethylamine (2,3-DMPEA), also known as DMPEA-2, is a drug of the phenethylamine family related to the psychedelic drug mescaline (3,4,5-trimethoxyphenethylamine).^[1]^[2] It is one of the positional isomers of dimethoxyphenethylamine.^[1]

In contrast to various other phenethylamines like β-phenethylamine and amphetamine, it showed little activity in terms of induction of norepinephrine release in vitro.^[3] The effects of 2,3-DMPEA in humans have not been reported and are unknown.^[1]

References

^ ^a ^b ^c ^d ^e Shulgin A, Manning T, Daley PF (2011). "#46. 2,3-DMPEA". The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. Vol. 1. Berkeley, CA: Transform Press. pp. 81–82. ISBN 978-0-9630096-3-0. OCLC 709667010.
^ ^a ^b Clark LC, Benington F, Morin RD (May 1965). "The effects of ring-methoxyl groups on biological deamination of phenethylamines". J Med Chem. 8 (3): 353–355. doi:10.1021/jm00327a016. PMID 14323146.
^ Benington F, Morin RD (July 1968). "The chemorelease of norepinephrine from mouse hearts by substituted amphetamines". J Med Chem. 11 (4): 896–897. doi:10.1021/jm00310a048. PMID 5677681.