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-HT2A receptor agonist
Pharmacokinetic data
Duration of action	6–8 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 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 drugs.

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-HT_2A receptor agonist
Pharmacokinetic data
Duration of action	6–8 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