2,5-Dimethoxy-4-amylamphetamine

2,5-Dimethoxy-4-amylamphetamine
Clinical data
Other names	DOAM; 2,5-Dimethoxy-4-amylamphetamine; 4-Amyl-2,5-dimethoxyamphetamine; 2,5-Dimethoxy-4-pentylamphetamine; 4-Pentyl-2,5-dimethoxyamphetamine
Routes of; administration	Oral
Drug class	Serotonin 5-HT2 receptor agonist; Serotonergic psychedelic; Hallucinogen
Identifiers
	IUPAC name 1-(2,5-dimethoxy-4-pentylphenyl)propan-2-amine;
CAS Number	63779-90-8 ;
PubChem CID	12262512;
ChemSpider	10440619 ;
UNII	N80EWL36CB;
ChEMBL	ChEMBL161416 ;
CompTox Dashboard (EPA)	DTXSID50482958 ;
Chemical and physical data
Formula	C16H27NO2
Molar mass	265.397 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCCC1=CC(OC)=C(CC(C)N)C=C1OC;
	InChI InChI=1S/C16H27NO2/c1-5-6-7-8-13-10-16(19-4)14(9-12(2)17)11-15(13)18-3/h10-12H,5-9,17H2,1-4H3 ; Key:VLJORLCVOAUUKM-UHFFFAOYSA-N ;
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2,5-Dimethoxy-4-amylamphetamine (DOAM), also known as 2,5-dimethoxy-4-pentylamphetamine, is a lesser-known serotonin receptor agonist and serotonergic psychedelic of the amphetamine and DOx families.

Clinical data


Other names	DOAM; 2,5-Dimethoxy-4-amylamphetamine; 4-Amyl-2,5-dimethoxyamphetamine; 2,5-Dimethoxy-4-pentylamphetamine; 4-Pentyl-2,5-dimethoxyamphetamine
Routes of administration	Oral
Drug class	Serotonin 5-HT₂ receptor agonist; Serotonergic psychedelic; Hallucinogen
Identifiers
IUPAC name 1-(2,5-dimethoxy-4-pentylphenyl)propan-2-amine
CAS Number	63779-90-8^Y
PubChem CID	12262512
ChemSpider	10440619^Y
UNII	N80EWL36CB
ChEMBL	ChEMBL161416^Y
CompTox Dashboard (EPA)	DTXSID50482958
Chemical and physical data
Formula	C₁₆H₂₇NO₂
Molar mass	265.397 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCCCCC1=CC(OC)=C(CC(C)N)C=C1OC
InChI InChI=1S/C16H27NO2/c1-5-6-7-8-13-10-16(19-4)14(9-12(2)17)11-15(13)18-3/h10-12H,5-9,17H2,1-4H3^Y Key:VLJORLCVOAUUKM-UHFFFAOYSA-N^Y
(verify)