2,5-Dimethoxy-4-propylamphetamine

This article relies largely or entirely on a single source. Relevant discussion may be found on the talk page. Please help improve this article by introducing citations to additional sources. Find sources: "2,5-Dimethoxy-4-propylamphetamine" – news · newspapers · books · scholar · JSTOR (April 2015)

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 N 53581-55-8 (hydrochloride)
PubChem CID	542051
ChemSpider	472021 Y
UNII	L3P287BI9W
ChEMBL	ChEMBL8569 Y
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 N Key:UEEAUFJYLUJWQJ-UHFFFAOYSA-N Y
NY (what is this?)  (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 as 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]