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.^[2] It is generally taken orally.

^ Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.
^ "Green List: List of Psychotropic Substances Under International Control" (PDF) (23rd ed.). International Narcotics Control Board. August 2003. p. 4. Archived from the original (PDF) on 19 December 2013. Retrieved 22 February 2014.

[1] Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.

[2] "Green List: List of Psychotropic Substances Under International Control" (PDF) (23rd ed.). International Narcotics Control Board. August 2003. p. 4. Archived from the original (PDF) on 19 December 2013. Retrieved 22 February 2014.

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