DOC: Difference between revisions
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'''4-Chloro-2,5-dimethoxyamphetamine''' (also known as '''DOC''') is a lesser-known [[psychoactive class::psychedelic]] substance of the [[chemical class::Substituted amphetamine|amphetamine]] class. It is a member of the [[DOx]] family of psychedelic amphetamines, which are known for their long duration and mixture of psychedelic and stimulant effects. | '''4-Chloro-2,5-dimethoxyamphetamine''' (also known as '''DOC''') is a lesser-known [[psychoactive class::psychedelic]] substance of the [[chemical class::Substituted amphetamine|amphetamine]] class. It is a member of the [[DOx]] family of psychedelic amphetamines, which are known for their long duration and mixture of psychedelic and stimulant effects. | ||
DOC was first synthesized by a team at the University of Alberta in 1972.<ref name="Coutts1973">{{cite journal|last1=Coutts|first1=R. T.|last2=Malicky|first2=J. L.|year=1973|title=The Synthesis of Some Analogs of the Hallucinogen 1-(2,5-Dimethoxy-4-methylphenyl)-2-aminopropane (DOM)|journal=Canadian Journal of Chemistry|volume=51|issue=9|pages=1402-1409|doi=10.1139/v73-210|issn=0008-4042|eissn=1480-3291|oclc=02248672}}</ref> However, its usage in humans was not popularized until the 1991 publication [[PiHKAL]] ("Phenethylamines I Have Known And Loved") by [[Alexander Shulgin]].<ref name="PiHKAL">{{cite book|title=PiHKAL: A Chemical Love Story|title-link=PiHKAL|author-link1=Alexander Shulgin|author1=Alexander Shulgin|author2=Ann Shulgin|year=1991|publisher=Transform Press|location=United States|isbn=0963009605|oclc=1166889264|chapter-url=https://erowid.org/library/books_online/pihkal/pihkal064.shtml|chapter=#64. DOC}}</ref> Preceding this, a 1989 forensic analysis of designer amphetamine samples identified DOC in Canadian drug seizures.<ref name="Dawson1989">{{cite journal|first1=B. A.|last1=Dawson|first2=G. A.|last2=Neville|year=1989|title= Identification of Two New “Designer” Amphetamines by NMR Techniques|journal=Canadian Society of Forensic Science Journal|volume=22|issue=2|pages=195-202|doi=10.1080/00085030.198|issn=0008-5030|eissn=2332-1660|oclc=16515635}}</ref> | DOC was first synthesized by a team at the University of Alberta in 1972.<ref name="Coutts1973">{{cite journal|last1=Coutts|first1=R. T.|last2=Malicky|first2=J. L.|year=1973|title=The Synthesis of Some Analogs of the Hallucinogen 1-(2,5-Dimethoxy-4-methylphenyl)-2-aminopropane (DOM)|journal=Canadian Journal of Chemistry|volume=51|issue=9|pages=1402-1409|doi=10.1139/v73-210|issn=0008-4042|eissn=1480-3291|oclc=02248672}}</ref> However, its usage in humans was not popularized until the 1991 publication [[PiHKAL]] ("Phenethylamines I Have Known And Loved") by [[Alexander Shulgin]].<ref name="PiHKAL">{{cite book|title=PiHKAL: A Chemical Love Story|title-link=PiHKAL|author-link1=Alexander Shulgin|author1=Alexander Shulgin|author2=Ann Shulgin|year=1991|publisher=Transform Press|location=United States|isbn=0963009605|oclc=1166889264|chapter-url=https://erowid.org/library/books_online/pihkal/pihkal064.shtml|chapter=#64. DOC}}</ref> Preceding this, a 1989 forensic analysis of designer amphetamine samples identified DOC in Canadian drug seizures.<ref name="Dawson1989">{{cite journal|first1=B. A.|last1=Dawson|first2=G. A.|last2=Neville|year=1989|title= Identification of Two New “Designer” Amphetamines by NMR Techniques|journal=Canadian Society of Forensic Science Journal|volume=22|issue=2|pages=195-202|doi=10.1080/00085030.198|issn=0008-5030|eissn=2332-1660|oclc=16515635}}</ref> |