2,5-Dimethoxyamphetamine

2,5-Dimethoxyamphetamine
Clinical data
Other names	2,5-DMA; 2,5-Dimethoxy-α-methylphenethylamine; DMA; DMA-4; DOH; NSC-367445
Routes of; administration	Oral
Drug class	Serotonin 5-HT2 receptor agonist; Serotonin 5-HT2A receptor agonist; Stimulant
ATC code	None;
Pharmacokinetic data
Onset of action	1 hour
Duration of action	5–8 hours
Identifiers
	IUPAC name 1-(2,5-dimethoxyphenyl)propan-2-amine;
CAS Number	2801-68-5;
PubChem CID	62787;
DrugBank	DB01465;
ChemSpider	56526;
UNII	OIM1536TQQ;
KEGG	C22738;
ChEMBL	ChEMBL8642;
CompTox Dashboard (EPA)	DTXSID2091540 ;
ECHA InfoCard	100.018.673
Chemical and physical data
Formula	C11H17NO2
Molar mass	195.262 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(CC1=C(C=CC(=C1)OC)OC)N;
	InChI InChI=1S/C11H17NO2/c1-8(12)6-9-7-10(13-2)4-5-11(9)14-3/h4-5,7-8H,6,12H2,1-3H3; Key:LATVFYDIBMDBSY-UHFFFAOYSA-N;

2,5-Dimethoxyamphetamine (2,5-DMA), also known as DMA-4 or as DOH, is a psychoactive drug of the phenethylamine and amphetamine families. It is one of the dimethoxyamphetamine (DMA) series of positional isomers. The drug is notable in being the parent compound of the DOx (4-substituted-2,5-dimethoxyamphetamine) series of psychedelic drugs. It is taken orally.