|This article needs additional citations for verification. (July 2010)|
|Molar mass||307.13 g/mol|
|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).
|what is: / ?)(|
2C-I (2,5-dimethoxy-4-iodophenethylamine is a psychedelic phenethylamine of the 2C family. 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. 2C-I is commonly sold in its hydrochloride salt form, which is a fluffy, sparkling-white powder, which can sometimes be pressed into a tablet form. 2C-I has been explored as a potential stimulant nootropic in doses between 1 mg and 8 mg.[medical citation needed]
In the early 2000s, 2C-I was sold in Dutch smart shops after the drug 2C-B was banned. In April 2008, 2C-I was also banned in the Netherlands, along with three other 2C-x phenethylamines previously sold in Dutch smartshops for short periods of time. During the same period, 2C-I also became available in powder form from several online vendors of recreational drugs in the United States, Asia, and Western Europe.
2C-I is often misrepresented as mescaline in US street sale and both chemicals are members of the psychedelic phenethylamine class of drugs, except 2C-I is an analog of mescaline in the 2C-x series. According to the US government's Drug Enforcement Administration, 2C-I is taken orally or snorted in a powder form. It can also be smoked or taken rectally.
||This section needs more medical references for verification or relies too heavily on primary sources. (May 2014)|
||This section possibly contains original research. (May 2014)|
The onset of effects occurs between one and two hours when taken orally, and 10–20 minutes when insufflated; lasting between 4 and 12 hours (depending on the dose) though some users have reported a duration of 16–18 hours.[medical citation needed] Unpleasant physical side-effects including muscle tension, hypertensive crisis, over-stimulation, nausea, vomiting, and seizures have been reported.[medical citation needed] The incidence of unpleasant side-effects is less commonly reported than with other closely related substituted phenethylamines such as 2C-T-2 and 2C-T-7 which also act as monoamine oxidase inhibitors and may have other action on amine re-uptake. Visual effects of 2C-I exposure have been described by many users as iterating fractals, along with a more generalized shift in perception and/or cognition.
2C-I has been noted by several users to decrease in visual or psychedelic effects with repeated administration, and to increase in symptoms of hypertensive crisis.[medical citation needed]
Drug prohibition laws
Controlled substance.
Controlled substance.
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).
In March of 2011 a bill was introduced that would classify 2C-I and many other substances as a schedule I substance. The bill passed the House of Representatives but was not passed by the Senate. 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.
- Psychedelic drug
- Recreational drug use
- Alexander Shulgin
- 2C family
- Erowid Online Books: PiHKAL
- "25I-NBOMe (2C-I-NBOMe): Fatalities / Deaths".
- Weiss, Piper (September 20, 2012). 2C-I or 'Smiles': The New Killer Drug Every Parent Should Know About. Yahoo! News
- Mackin, Teresa (October 9, 2012). Dangerous synthetic drug making its way across the country. WISH-TV
- 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. Retrieved 16 August 2012.
- Reuters (March 20, 2011). Synthetic drug, subject of proposed bans, kill teen.
- European Monitoring Centre for Drugs and Drug Addiction (2004). Report on the risk assessment of 2C-1, 2C-T-2 and 2C-T-7 in the framework of the joint action on new synthetic drugs Office for Official Publications of the European Communities, p. 109. ISBN 9789291681815
- Erowid.org, Legal Status of 2C-I
- GovTrack https://www.govtrack.us/congress/bills/112/hr1254. Retrieved 30 September 2015. Missing or empty
- Erowid 2C-I Vault
- Una experiencia con 2C-I de los Shulgin (In Spanish)
- 2C-I Entry in PiHKAL
- 2C-I Entry in PiHKAL • info