'''2C-I''' is a [[psychedelic drug|psychedelic]] [[phenethylamine]] of the [[2C (psychedelics)|2C family]].<ref>{{cite journal |last1=Bosak |first1=Adam |last2=LoVecchio |first2=Frank |last3=Levine |first3=Michael |title=Recurrent Seizures and Serotonin Syndrome Following "2C-I" Ingestion |journal=Journal of Medical Toxicology |date=June 2013 |volume=9 |issue=2 |pages=196–198 |doi=10.1007/s13181-013-0287-x |pmid=23378129 |pmc=3657032 |issn=1556-9039}}</ref> It was first synthesized by [[Alexander Shulgin]] and described in his 1991 book ''[[PiHKAL]]'' (''Phenethylamines I Have Known and Loved''). The drug has been used recreationally as psychedelic and other reported effects and was sometimes confused with the more potent chemical cousin [[25I-NBOMe]], nicknamed "Smiles," in the media.<ref>{{cite web|title=25I-NBOMe (2C-I-NBOMe): Fatalities / Deaths|url=http://www.erowid.org/chemicals/2ci_nbome/2ci_nbome_death.shtml}}</ref><ref name="weiss">Weiss, Piper (September 20, 2012). [http://shine.yahoo.com/healthy-living/2c-smiles-killer-drug-every-parent-know-234200299.html 2C-I or 'Smiles': The New Killer Drug Every Parent Should Know About.] ''[[Yahoo! News]]''</ref><ref name="mackin2012">Mackin, Teresa (October 9, 2012). [http://www.wishtv.com/dpp/news/indiana/dangerous-synthetic-drug-smiles-making-its-way-across-the-country Dangerous synthetic drug making its way across the country.] {{webarchive |url=https://web.archive.org/web/20121031163611/http://www.wishtv.com/dpp/news/indiana/dangerous-synthetic-drug-smiles-making-its-way-across-the-country |date=October 31, 2012 }} [[WISH-TV]]</ref>
'''2C-I (2,5-Dimethoxy-4-iodophenethylamine)''' is a [[phenethylamine]] of the [[2C (psychedelics)|2C family]] with [[psychedelic drug|psychedelic]] properties, primarily used as a recreational drug.<ref>{{cite journal |last1=Bosak |first1=Adam |last2=LoVecchio |first2=Frank |last3=Levine |first3=Michael |title=Recurrent Seizures and Serotonin Syndrome Following "2C-I" Ingestion |journal=Journal of Medical Toxicology |date=June 2013 |volume=9 |issue=2 |pages=196–198 |doi=10.1007/s13181-013-0287-x |pmid=23378129 |pmc=3657032 |issn=1556-9039}}</ref> It was first synthesized by [[Alexander Shulgin]], and is described in Shulgin's book ''[[PiHKAL]]'' (1991).
The substance is consumed as a [[recreational drug]], and is circulated in the [[Illicit drug market|illicit market]] in a powder or liquid form. 2C-I is sometimes confused with other related chemical substances such as [[25I-NBOMe|25I-NBOMe (2C-I-NBOMe)]], nicknamed "Smiles" and "N-bomb" in the media.<ref>{{cite web |title=25I-NBOMe (2C-I-NBOMe): Fatalities / Deaths |url=http://www.erowid.org/chemicals/2ci_nbome/2ci_nbome_death.shtml}}</ref><ref name="weiss">Weiss, Piper (September 20, 2012). [http://shine.yahoo.com/healthy-living/2c-smiles-killer-drug-every-parent-know-234200299.html 2C-I or 'Smiles': The New Killer Drug Every Parent Should Know About.] ''[[Yahoo! News]]''</ref><ref name="mackin2012">Mackin, Teresa (October 9, 2012). [http://www.wishtv.com/dpp/news/indiana/dangerous-synthetic-drug-smiles-making-its-way-across-the-country Dangerous synthetic drug making its way across the country.] {{webarchive|url=https://web.archive.org/web/20121031163611/http://www.wishtv.com/dpp/news/indiana/dangerous-synthetic-drug-smiles-making-its-way-across-the-country|date=October 31, 2012}} [[WISH-TV]]</ref>
==Recreational use==
== Patterns of use ==
[[File:2C-I Powder.jpg|thumb|the drug 2C-I in powder form]]
[[File:2C-I Powder.jpg|thumb|the drug 2C-I in powder form]]
In the early 2000s, 2C-I was sold in Dutch [[smart shop]]s after the drug [[2C-B]] was banned.<ref name="Netherlands 2c-b emergence">{{cite journal|last=de Boer|title=More Data About the New Psychoactive Drug 2C-B|journal=Journal of Analytical Toxicology|date=May–June 1999|volume=23|issue=3|pages=227–228|doi=10.1093/jat/23.3.227|pmid=10369336|display-authors=etal|df=dmy-all|doi-access=free}}</ref>
In the early 2000s, 2C-I was sold in Dutch [[smart shop]]s as a recreational drug after the drug [[2C-B]] was banned.<ref name="Netherlands 2c-b emergence">{{cite journal|last=de Boer|title=More Data About the New Psychoactive Drug 2C-B|journal=Journal of Analytical Toxicology|date=May–June 1999|volume=23|issue=3|pages=227–228|doi=10.1093/jat/23.3.227|pmid=10369336|display-authors=etal|df=dmy-all|doi-access=free}}</ref>
According to the US [[Drug Enforcement Administration]], 2C-I is taken orally or [[Insufflation (medicine)|snorted]] in a powder form.<ref name="reuters2011">Reuters (March 20, 2011). [http://in.reuters.com/article/us-drugs-overdose-idINTRE72I3QT20110319 Synthetic drug, subject of proposed bans, kill teen.]</ref>
According to the US [[Drug Enforcement Administration]], 2C-I is taken orally or [[Insufflation (medicine)|snorted]] in a powder form.<ref name="reuters2011">Reuters (March 20, 2011). [https://web.archive.org/web/20160306161926/http://in.reuters.com/article/us-drugs-overdose-idINTRE72I3QT20110319 Synthetic drug, subject of proposed bans, kill teen.]</ref>
==Drug prohibition laws==
==Drug prohibition laws==
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===European Union===
===European Union===
In December 2003, the [[European Council]] issued a binding order compelling all [[European union|EU]] member states to ban 2C-I within three months.<ref name="erowid-law">{{cite web|url=http://www.erowid.org/chemicals/2ci/2ci_law.shtml|title=Erowid 2C-I Vault : Legal Status}}</ref>
In December 2003, the [[European Council]] issued a binding order compelling all [[European Union]] member states to ban 2C-I within three months.<ref name="erowid-law">{{cite web|url=http://www.erowid.org/chemicals/2ci/2ci_law.shtml|title=Erowid 2C-I Vault : Legal Status}}</ref>
* [http://shulgin.es/una-experiencia-con-2c-i-en-aquisgran/ Una experiencia con 2C-I de los Shulgin] (In Spanish)
* [http://shulgin.es/una-experiencia-con-2c-i-en-aquisgran/ Una experiencia con 2C-I de los Shulgin] {{Webarchive|url=https://web.archive.org/web/20210419111846/https://shulgin.es/una-experiencia-con-2c-i-en-aquisgran/ |date=2021-04-19 }} (In Spanish)
* [http://www.erowid.org/library/books_online/pihkal/pihkal033.shtml 2C-I Entry in PiHKAL]
* [http://www.erowid.org/library/books_online/pihkal/pihkal033.shtml 2C-I Entry in PiHKAL]
* [http://pihkal.info/read.php?domain=pk&id=33 2C-I Entry in PiHKAL • info]
* [http://pihkal.info/read.php?domain=pk&id=33 2C-I Entry in PiHKAL • info]
2C-I (2,5-Dimethoxy-4-iodophenethylamine) is a phenethylamine of the 2C family with psychedelic properties, primarily used as a recreational drug.[1] It was first synthesized by Alexander Shulgin, and is described in Shulgin's book PiHKAL (1991).
The substance is consumed as a recreational drug, and is circulated in the illicit market in a powder or liquid form. 2C-I is sometimes confused with other related chemical substances such as 25I-NBOMe (2C-I-NBOMe), nicknamed "Smiles" and "N-bomb" in the media.[2][3][4]
2C-I is a schedule 9 prohibited substance in Australia under the Poisons Standard (October 2015).[9] A schedule 9 drug is outlined in the Poisons Act 1964 as "Substances which may be abused or misused, the manufacture, possession, sale or use of which should be prohibited by law except when required for medical or scientific research, or for analytical, teaching or training purposes with approval of the CEO".[10]
Sveriges riksdag added 2C-I to schedule I ("substances, plant materials and fungi which normally do not have medical use") as a narcotic on March 16, 2004, published by the Medical Products Agency in their regulation LVFS 2004:3.[11]
As of July 9, 2012, in the United States 2C-I is a Schedule I substance under the Synthetic Drug Abuse Prevention Act of 2012, making possession, distribution and manufacture illegal.[7] A previous bill, introduced in March 2011, that would have done the same passed the House of Representatives, but was not passed by the Senate.[12]
