2,5-Dimethoxy-4-propylamphetamine

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.

2,5-Dimethoxy-4-propylamphetamine
Clinical data
Other names2,5-Dimethoxy-4-propylamphetamine
Legal status
Legal status
Identifiers
IUPAC name
  • 1-(2,5-Dimethoxy-4-propylphenyl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC14H23NO2
Molar mass237.343 g·mol−1
3D model (JSmol)
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)

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

See also

References

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


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