2,5-Dimethoxy-4-nitroamphetamine

DON
Clinical data
Other names	DON; 2,5-Dimethoxy-4-nitroamphetamine; 4-Nitro-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-nitrophenyl)propan-2-amine;
CAS Number	67460-68-8 ;
PubChem CID	105432;
ChemSpider	95083 ;
UNII	3FIV60666J;
ChEMBL	ChEMBL8301 ;
CompTox Dashboard (EPA)	DTXSID00874243 ;
Chemical and physical data
Formula	C11H16N2O4
Molar mass	240.259 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	206 to 207 °C (403 to 405 °F) (hydrochloride); 231-232 °C ((R)-isomer)
	SMILES COc1cc(c(cc1CC(C)N)OC)N(=O)=O;
	InChI InChI=1S/C11H16N2O4/c1-7(12)4-8-5-11(17-3)9(13(14)15)6-10(8)16-2/h5-7H,4,12H2,1-3H3 ; Key:JQJRESSXOVAECC-UHFFFAOYSA-N ;
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2,5-Dimethoxy-4-nitroamphetamine (DON) is a psychedelic drug and amphetamine. It is an analogue of DOM and DOB. It is also closely related to 2C-N. The drug is a serotonin 5-HT₂ receptor agonist.

Clinical data

Other names	DON; 2,5-Dimethoxy-4-nitroamphetamine; 4-Nitro-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-nitrophenyl)propan-2-amine
CAS Number	67460-68-8^Y
PubChem CID	105432
ChemSpider	95083^Y
UNII	3FIV60666J
ChEMBL	ChEMBL8301^Y
CompTox Dashboard (EPA)	DTXSID00874243
Chemical and physical data
Formula	C₁₁H₁₆N₂O₄
Molar mass	240.259 g·mol⁻¹
3D model (JSmol)	Interactive image
Melting point	206 to 207 °C (403 to 405 °F) (hydrochloride) 231-232 °C ((R)-isomer)
SMILES COc1cc(c(cc1CC(C)N)OC)N(=O)=O
InChI InChI=1S/C11H16N2O4/c1-7(12)4-8-5-11(17-3)9(13(14)15)6-10(8)16-2/h5-7H,4,12H2,1-3H3^Y Key:JQJRESSXOVAECC-UHFFFAOYSA-N^Y
(verify)