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'''2,5-Dimethoxy-4-propylamphetamine''' ('''DOPR''') is a [[psychedelic_drug|psychedelic]] [[drug]] of the [[substituted phenethylamine|phenethylamine]] and [[substituted amphetamine|amphetamine]] [[chemical class]]es. It was first [[Organic synthesis|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.<ref name="PiHKAL">{{cite book | title = PiHKAL: A Chemical Love Story | last = Shulgin | first = Alexander |author2= Shulgin, Ann | publisher = Transform Press | location = United States | isbn = 0-9630096-0-5 | pages = 978 | url = http://www.erowid.org/library/books_online/pihkal/pihkal.shtml |date= September 1991}}</ref> Very little data exists about the pharmacological properties, metabolism, and toxicity of DOPR.
'''2,5-Dimethoxy-4-propylamphetamine''' ('''DOPR''') is a [[psychedelic_drug|psychedelic]] [[drug]] of the [[substituted phenethylamine|phenethylamine]] and [[substituted amphetamine|amphetamine]] [[chemical class]]es. It was first [[Organic synthesis|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.<ref name="PiHKAL">{{cite book | title = PiHKAL: A Chemical Love Story | last = Shulgin | first = Alexander |author2= Shulgin, Ann | publisher = Transform Press | location = United States | isbn = 0-9630096-0-5 | pages = 978 | url = http://www.erowid.org/library/books_online/pihkal/pihkal.shtml |date= September 1991}}</ref> Very little data exists about the pharmacological properties, metabolism, and toxicity of DOPR.


The alternative structural isomer [[2,5-Dimethoxy-4-isopropylamphetamine|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).<ref name="PiHKAL">{{cite book | title = PiHKAL: A Chemical Love Story | last = Shulgin | first = Alexander |author2= Shulgin, Ann | publisher = Transform Press | location = United States | isbn = 0-9630096-0-5 | pages = 978 | url = https://www.erowid.org/library/books_online/pihkal/pihkal071.shtml |date= September 1991}}</ref>
The alternative structural isomer [[2,5-Dimethoxy-4-isopropylamphetamine|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).<ref name="PiHKAL"/>


[[Image:DOIP_structure.png|180px|thumb|left|Structure of DOIP]]{{clear-left}}
[[Image:DOIP_structure.png|180px|thumb|left|Structure of DOIP]]{{clear-left}}

Revision as of 10:50, 31 October 2015

2,5-Dimethoxy-4-propylamphetamine
Clinical data
Other names2,5-Dimethoxy-4-propylamphetamine
Identifiers
  • 1-(2,5-Dimethoxy-4-propyl-phenyl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC14H23NO2
Molar mass237.34 g/mol g·mol−1
3D model (JSmol)
  • O(c1cc(c(OC)cc1CC(N)C)CCC)C
  • 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 checkY
 ☒NcheckY (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 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

See also

References

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