Jump to content

2C-I: Difference between revisions

From Wikipedia, the free encyclopedia
Browse history interactively
← Previous editNext edit →
Content deleted Content added
VisualWikitext
Rescuing 1 sources and tagging 0 as dead. #IABot (v2.0beta14)
No edit summary
Line 43: Line 43:
}}
}}


'''2C-I''' is a [[psychedelic drug|psychedelic]] [[phenethylamine]] of the [[2C (psychedelics)|2C family]].<ref>{{cite web|url=http://www.erowid.org/library/books_online/pihkal/pihkal033.shtml|title=Erowid Online Books : "PIHKAL" - #33 2C-I|publisher=}}</ref> It was first synthesized by [[Alexander Shulgin]] and described in his 1991 book ''[[PiHKAL|PiHKAL: A Chemical Love Story]]''. The drug is used recreationally for its psychedelic and [[empathogen-entactogen|entactogenic]] effects and is sometimes confused for the analog [[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''' is a [[psychedelic drug|psychedelic]] [[phenethylamine]] of the [[2C (psychedelics)|2C family]].<ref>{{cite web|url=http://www.erowid.org/library/books_online/pihkal/pihkal033.shtml|title=Erowid Online Books : "PIHKAL" - #33 2C-I|publisher=}}</ref> It was first synthesized by [[Alexander Shulgin]] and described in his 1991 book ''[[PiHKAL|PiHKAL: A Chemical Love Story]]''. The drug is used recreationally for its psychedelic and [[empathogen-entactogen|entactogenic]] effects and is sometimes confused for it's 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>


==Recreational use==
==Recreational use==

Revision as of 01:07, 2 June 2019

2C-I
Names
Preferred IUPAC name
2-(4-Iodo-2,5-dimethoxyphenyl)ethan-1-amine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.217.507 Edit this at Wikidata
UNII
  • InChI=1S/C10H14INO2/c1-13-9-6-8(11)10(14-2)5-7(9)3-4-12/h5-6H,3-4,12H2,1-2H3 checkY
    Key: PQHQBRJAAZQXHL-UHFFFAOYSA-N checkY
  • InChI=1/C10H14INO2/c1-13-9-6-8(11)10(14-2)5-7(9)3-4-12/h5-6H,3-4,12H2,1-2H3
    Key: PQHQBRJAAZQXHL-UHFFFAOYAK
  • Ic1cc(OC)c(cc1OC)CCN
Properties
C10H14INO2
Molar mass 307.131 g·mol−1
Melting point 246 °C (475 °F; 519 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

2C-I is a psychedelic phenethylamine of the 2C family.[1] It was first synthesized by Alexander Shulgin and described in his 1991 book PiHKAL: A Chemical Love Story. The drug is used recreationally for its psychedelic and entactogenic effects and is sometimes confused for it's more potent chemical cousin 25I-NBOMe, nicknamed "Smiles," in the media.[2][3][4]

Recreational use

the drug 2C-I in powder form

In the early 2000s, 2C-I was sold in Dutch smart shops after the drug 2C-B was banned.[5]

According to the US Drug Enforcement Administration, 2C-I is taken orally or snorted in a powder form.[6]

Drug prohibition laws

European Union

In December 2003, the European Council issued a binding order compelling all EU member states to ban 2C-I within three months.[7]

Canada

As of October 31, 2016, 2C-I is a controlled substance (Schedule III) in Canada.[8]

Australia

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]

Sweden

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]

United Kingdom

In the United Kingdom, 2C-I is controlled as a Class A substance.[7]

United States

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]

Analogues and derivatives

DOI

Analogues and derivatives of 2C-I:

25I-NB*:

N-(2C)-fentanyl:

See also

References

  1. ^ "Erowid Online Books : "PIHKAL" - #33 2C-I".
  2. ^ "25I-NBOMe (2C-I-NBOMe): Fatalities / Deaths".
  3. ^ Weiss, Piper (September 20, 2012). 2C-I or 'Smiles': The New Killer Drug Every Parent Should Know About. Yahoo! News
  4. ^ Mackin, Teresa (October 9, 2012). Dangerous synthetic drug making its way across the country. Archived October 31, 2012, at the Wayback Machine WISH-TV
  5. ^ de Boer; et al. (May–June 1999). "More Data About the New Psychoactive Drug 2C-B" (PDF). Journal of Analytical Toxicology. 23 (3): 227–228. doi:10.1093/jat/23.3.227. PMID 10369336. Archived from the original (PDF) on 18 February 2015. Retrieved 16 August 2012. {{cite journal}}: Unknown parameter |dead-url= ignored (|url-status= suggested) (help)
  6. ^ Reuters (March 20, 2011). Synthetic drug, subject of proposed bans, kill teen.
  7. ^ a b c "Erowid 2C-I Vault : Legal Status".
  8. ^ Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)
  9. ^ Poisons Standard October 2015
  10. ^ "Poisons Act 1964" (PDF). Archived from the original (PDF) on 2015-12-22. Retrieved 2015-12-13. {{cite web}}: Unknown parameter |dead-url= ignored (|url-status= suggested) (help)
  11. ^ "Läkemedelsverkets författningssamling" (PDF) (in Swedish).
  12. ^ "H.R. 1254 (112th): Synthetic Drug Control Act of 2011". GovTrack. Retrieved 30 September 2015.
  13. ^ "Explore N-(2C-I)-Fentanyl | PiHKAL · info". isomerdesign.com.

Template:PiHKAL

Retrieved from "https://en.wikipedia.org/enwiki/w/index.php?title=2C-I&oldid=899889524"