2,5-Dimethoxy-4-methylamphetamine

2,5-Dimethoxy-4-methylamphetamine
Names
	Preferred IUPAC name 1-(2,5-Dimethoxy-4-methylphenyl)propan-2-amine
	Other names 2,5-Dimethoxy-4-methylamphetamine
Identifiers
CAS Number	15588-95-1 ; 43061-13-8 (R) ; 43061-14-9 (S) ;
3D model (JSmol)	Interactive image; R-isomer: Interactive image;
ChEMBL	ChEMBL317634 ;
ChemSpider	9910656 ;
KEGG	C22736;
PubChem CID	11735949;
UNII	UKI9MLD5OI ; LX3MC6OB9X (R) ; 0FRQ2JVN98 (S) ;
CompTox Dashboard (EPA)	DTXSID50860611 ;
	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 ; InChI=1/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-SECBINFHBK;
	SMILES O(c1cc(c(OC)cc1C[C@H](N)C)C)C; R-isomer: N[C@H](C)CC1=C(OC)C=C(C)C(OC)=C1;
Properties
Chemical formula	C12H19NO2
Molar mass	209.289 g·mol−1
Melting point	61 °C (142 °F; 334 K)
Pharmacology
Legal status	AU: S9 (Prohibited substance); BR: Class F2 (Prohibited psychotropics); CA: Schedule I; UK: Class A; US: Schedule I;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

2,5-Dimethoxy-4-methylamphetamine (DOM; known as STP, standing for "Serenity, Tranquility and Peace") is a psychedelic and a substituted amphetamine. It was first synthesized by Alexander Shulgin, and later reported in his book PiHKAL: A Chemical Love Story. DOM is classified as a Schedule I 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. It is generally taken orally.

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