3,4-dimethoxyphenethylamine 3,4-dimethoxyphenethylamine 3,4-dimethoxyphenethylamine (dmpea) is a chemical compound of the phenethylamine class. it is an analogue of the major human neurotransmitter dopamine where the 3- and 4-position hydroxy groups have been replaced with methoxy groups. it is also closely related to mescaline which is 3,4,5-trimethoxyphenethylamine. 3,4-dimethoxyphenethylamine names preferred iupac name 2-(3,4-dimethoxyphenyl)ethan-1-amine identifiers cas number 120-20-7 y 3d model (jsmol) interactive image chebi chebi:136995 y chembl chembl26019 y chemspider 8114 y echa infocard 100.003.979 pubchem cid 8421 unii iqf9t435op y comptox dashboard (epa) dtxsid8059506 inchi inchi=1s/c10h15no2/c1-12-9-4-3-8(5-6-11)7-10(9)13-2/h3-4,7h,5-6,11h2,1-2h3 ykey: anoukfyboakoir-uhfffaoysa-n yinchi=1/c10h15no2/c1-12-9-4-3-8(5-6-11)7-10(9)13-2/h3-4,7h,5-6,11h2,1-2h3key: anoukfyboakoir-uhfffaoyab smiles o(c1ccc(cc1oc)ccn)c properties chemical formula c10h15no2 molar mass 181.23 g/mol except where otherwise noted, data are given for materials in their standard state (at 25 °c , 100 kpa). y verify (what is yn ?) infobox references chemistry one of the earliest syntheses of dmpea (then referred to as "homoveratrylamine") was that of pictet and finkelstein, who made it in a multi-step sequence starting from vanillin. a similar sequence was subsequently reported by buck and perkin, as follows: 3,4-dimethoxybenzaldehyde (veratraldehyde) → 3,4-dimethoxycinnamic acid → 3,4-dimethoxyphenylpropionic acid → 3,4-dimethoxyphenylpropionamide → 3,4-dimethoxyphenethylamine a much shorter synthesis is given by shulgin and shulgin: derivatives a known use was in the synthesis of bevantolol. pharmacology dmpea has some activity as a monoamine oxidase inhibitor. occurrence dmpea occurs naturally along with mescaline in various species of cacti such as san pedro and peruvian torch.