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2C-I animation.gif
Preferred IUPAC name
69587-11-7 N
3D model (Jmol) Interactive image
ChEMBL ChEMBL338297 YesY
ChemSpider 8442670 YesY
ECHA InfoCard 100.217.507
PubChem 10267191
UNII S35362848V N
Molar mass 307.13 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 YesYN ?)
Infobox references

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 the analog 25I-NBOMe, nicknamed "Smiles," in the media.[2][3][4]

Recreational use[edit]

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[edit]

European Union[edit]

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


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


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 narcotics in Sweden as of Mar 16, 2004, published by Medical Products Agency in their regulation LVFS 2004:3 listed as 4-jodo-2,5-dimetoxifenetylamin (2C-I).[11]

United Kingdom[edit]

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

United States[edit]

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]

See also[edit]


External links[edit]