View source for 2C-I

{{OrganicBox small
| C=10 | H=14 | I=1 | N=1 | O=2
| cat              =sd
| image            =[[Image:2C-I.svg]]<br>[[Image:2C-I-3d-sticks.png|200px]]
<br>[[Image:2C-I animation.gif]]
| width = 200px
| name = 2,5-Dimethoxy-4-iodophenethylamine
| CAS = 69587-11-7
| mass = 307.13 g/mol
| SMILES = NCCC1=C(OC)C=C(I)C(OC)=C1
| melt_point = 246 °C
}}
'''2C-I''' is a [[Psychedelics, Dissociatives and Deliriants|psychedelic drug]] and [[phenethylamine]] of the [[2C's|2C family]].  It was developed and popularized by [[Alexander Shulgin]].  Its full chemical name is '''2,5-dimethoxy-4-iodo[[phenethylamine]]'''.  It was described in Shulgin’s book [[PiHKAL]].  The drug is used both recreationally and as an [[entheogen]] but no [[Medicine|medical]] or [[Industry|industrial]] uses have been reported yet.  It is mostly commonly encountered in the form of its [[hydrochloride]] [[salt]], a fluffy, sparkling white powder, and has also been pressed into [[tablet]] form. As it has only recently grown popular, slang terms for 2C-I vary with location (kite, iTrip etc).

==Recreational use==
In the early [[2000s]], 2C-I in powder form became available for purchase from several [[online]] vendors of [[research chemical]]s in the [[United States]], [[Asia]], and elsewhere.  In [[2002]] and [[2003]], [[tablet]]s of 2C-I were being sold in [[nightclubs]] and at [[rave party|raves]] in [[Denmark]] and in the [[United Kingdom]] as a [[club drug]], with tablets often being sold under the guise of being [[MDMA]] or a mixture of [[MDMA]] and [[LSD]]{{Fact|date=October 2007}}.

==Effects==
2C-I is generally taken orally, although it can also be insufflated, smoked, or administered rectally as well (though 2C-I often causes considerable pain upon [[insufflation]]). There have also been a few reports of intramuscular and intravenous injections. An oral recreational dose of 2C-I is commonly between 10mg and 25mg, although doses as low as 2mg have been reported to be active. The onset of effects usually occurs within an hour, and the effects of the drug typically last somewhere in the range of 5 to 12 hours. The effects of the drug are often described as quite similar to those of its chemical relative [[2C-B]], combining [[psychedelic]] or [[psychedelics, dissociatives and deliriants|hallucinogenic]] effects typical of drugs such as [[LSD]] with the [[empathogen-entactogen|empathogenic]] or entactogenic effects of drugs such as [[MDMA]] (ecstasy). Some users report that the effects are more mental and less sensory than those of [[2C-B]]. Users of 2C-I do, however, tend to report a physical [[stimulant]] effect, often quite strong. Although unpleasant physical side effects such as muscle tension, [[nausea]], and [[vomit]]ing have been reported, their incidence in the use of 2C-I appears to be less common than in the use of some of the other closely related [[phenethylamine]]s such as [[2C-T-2]] and [[2C-T-7]]. User reports have said that 2C-I may produce [[flashback (psychological phenomenon)|flashback]]s in the weeks following its use. These flashbacks can last anywhere between seconds and hours, and manifest as a return of the hallucinogenic effects of the drug. Some users report being able to trigger the flashbacks at will.{{Fact|date=February 2007}}  Note however that these flashbacks do not occur in the majority, but have simply been observed in a selection of users. They are thought to be similar in nature to [[LSD]] flashbacks, and are not harmful or even very remarkable (for a psychedelic drug).  It may be interesting to note that experienced users of both [[LSD]] and 2C-I often state that the hallucinatory experience produced by both drugs is remarkably similar.



== Potential Side Effects ==
[[Image:2ci.jpg|thumb|right|300px|2C-I tablet from [[Denmark]]]]
Virtually no [[research]] has been conducted on the [[toxicity]] of 2C-I. Unconfirmed reports have mentioned blood-clotting issues, vision problems including [[HPPD]] (Hallucinogen persisting perception disorder), muscle pain and fatigue, tingling of extremities, pain in the kidney areas (after repeated use) and symptoms of [[stroke]]. [[Seizures]] have been reported when 2C-I was taken in combination with [[Wellbutrin]].  Potential users of 2C-I should be aware that the long-term effects are virtually unknown.

As of [[2005]], no official scientific studies of 2C-I users have been conducted, and no [[death]]s have been attributed to the drug. There have been no reports of physical dependence or [[addiction]]. Comparisons with similar compounds suggest that use of 2C-I is unlikely to result in physical dependence.

There is anecdotal evidence that 2C-I may cause [[HPPD|persistent visual distortions]] for as long as a year in some users.{{Fact|date=February 2007}}  This is an open topic of debate and has not been confirmed.

==Law==
2C-I is an illegal, controlled substance in several European nations, including [[Denmark]], [[Germany]], [[Greece]], [[Ireland]], and the [[United Kingdom]].  In [[December 2003]], the [[European Council]] issued a binding order compelling all [[European union|EU]] member states to ban 2C-I within three months.  2C-I is unscheduled and unregulated in the [[United States]], however its close similarity in structure and effects to [[2C-B]] could potentially subject possession and sale of 2C-I to prosecution under the [[Federal Analog Act]], if it is intended for human consumption. This seems to be the tactic the federal government is taking in the wake of the DEA's [[Operation Web Tryp]]. A series of court cases in the US involving the prosecution of several online vendors is ongoing as of 2004.

==See also==
* [[Empathogen-entactogen]]
* [[Phenethylamine]]
* [[Psychedelic]]
* [[Recreational drug use]]
* [[Alexander Shulgin]]

==References==
<references/>

==External links==
* [http://www.erowid.org/chemicals/2ci/2ci.shtml Erowid 2C-I Vault]
* [http://www.erowid.org/library/books_online/pihkal/pihkal033.shtml 2C-I Entry in PiHKAL]
* [http://www.surveymonkey.com/Report.asp?U=174532972681 2C-I user survey]
* [http://www.thesite.org/drinkanddrugs/drugsafety/drugsatoz/2cb2ci 2CB, 2C-i - TheSite.org]

==Categorization==
{{Hallucinogenic phenethylamines}}
{{PiHKAL}}

[[Category:Entactogens and Empathogens]]
[[Category:Psychedelic phenethylamines]]

[[nl:2C-I]]
[[ja:2C-I]]
[[pl:2C-I]]
[[ru:2C-I]]
[[sv:2C-I]]
{{WikiDoc Help Menu}}
{{WikiDoc Sources}}