2,5-Dimethoxy-4-methylamphetamine

DOM
Clinical data
Other names	2,5-Dimethoxy-4-methylamphetamine; 4-Methyl-2,5-dimethoxyamphetamine; 2,5-Dimethoxy-4-methyl-α-methylphenethylamine; Des-oxy-methyl; DOM; DMMTA; α-Me-2C-D; STP; Serenity, Tranquility, and Peace; Super Terrific Psychedelic; Stop The Police; Too Stupid to Puke; K-61,082
Drug class	Serotonergic psychedelic; Hallucinogen; Serotonin 5-HT2 receptor agonist
Legal status
Legal status	AU: S9 (Prohibited substance); BR: Class F2 (Prohibited psychotropics); CA: Schedule I; UK: Class A; US: Schedule I;
Identifiers
	IUPAC name 1-(2,5-dimethoxy-4-methylphenyl)propan-2-amine;
CAS Number	15588-95-1 ; 43061-13-8 ((R)-DOM); 43061-14-9 ((S)-DOM);
PubChem CID	11735949;
ChemSpider	9910656 ;
UNII	UKI9MLD5OI;
KEGG	C22736;
ChEMBL	ChEMBL317634 ;
CompTox Dashboard (EPA)	DTXSID50860611 ;
Chemical and physical data
Formula	C12H19NO2
Molar mass	209.289 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	61 °C (142 °F)
	SMILES O(c1cc(c(OC)cc1C[C@H](N)C)C)C;
	InChI InChI=1S/C12H19NO2/c1-8-5-12(15-4)10(6-9(2)13)7-11(8)14-3/h5,7,9H,6,13H2,1-4H3/t9-/m1/s1; Key:NTJQREUGJKIARY-SECBINFHSA-N ;
	(verify)

2,5-Dimethoxy-4-methylamphetamine (DOM), also known as STP (standing for "Serenity, Tranquility, and Peace" and/or other phrases), is a psychedelic drug of the phenethylamine, amphetamine, and DOx families. It is generally taken orally.

DOM was first synthesized by Alexander Shulgin, and later described in his book PiHKAL: A Chemical Love Story (1991). It is classified as a Schedule I controlled substance in the United States, and is similarly controlled in other parts of the world. Internationally, it is a Schedule I drug under the Convention on Psychotropic Substances.