2,5-Dimethoxy-4-propylamphetamine

2,5-Dimethoxy-4-propylamphetamine
Clinical data
Other names	2,5-Dimethoxy-4-propylamphetamine
Legal status
Legal status	CA: Schedule I ; DE: NpSG (Industrial and scientific use only) ; UK: Class A ;
Identifiers
	IUPAC name 1-(2,5-Dimethoxy-4-propylphenyl)propan-2-amine;
CAS Number	63779-88-4 ; 53581-55-8 (hydrochloride);
PubChem CID	542051;
ChemSpider	472021 ;
UNII	L3P287BI9W;
ChEMBL	ChEMBL8569 ;
CompTox Dashboard (EPA)	DTXSID40337347 ;
Chemical and physical data
Formula	C14H23NO2
Molar mass	237.343 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O(c1cc(c(OC)cc1CC(N)C)CCC)C;
	InChI InChI=1S/C15H25NO2/c1-5-6-11-8-14(17-4)12(7-10(2)15)9-13(11)16-3/h8-10H,5-7,15H2,1-4H3 ; Key:UEEAUFJYLUJWQJ-UHFFFAOYSA-N ;
	(verify)

2,5-Dimethoxy-4-propylamphetamine (DOPR) is a psychedelic drug of the phenethylamine and amphetamine chemical classes. It was first synthesized by Alexander Shulgin, and was described in his book PiHKAL (Phenethylamines i Have Known And Loved). Shulgin described DOPR is a "heavy duty psychedelic", complete with alterations of the thought process and visual distortion.^[1] Very little data exists about the pharmacological properties, metabolism, and toxicity of DOPR.

The alternative structural isomer DOIP, with a 4-isopropyl substitution, is also known but is around ten times weaker than DOPR, with an active dose of some 20–30 mg (as compared to 2–5 mg for DOPR).^[1]

Structure of DOIP

References

^ ^a ^b Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. United States: Transform Press. p. 978. ISBN 0-9630096-0-5.

[PiHKAL-1] Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. United States: Transform Press. p. 978. ISBN 0-9630096-0-5.

[1]

2,5-Dimethoxy-4-propylamphetamine

See also

References