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CAS number 69587-11-7
PubChem 10267191
ChemSpider 8442670
Molecular formula C10H14INO2
Molar mass 307.13 g mol−1
Melting point

246 °C

Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

2C-I or 2,5-dimethoxy-4-iodophenethylamine is a psychedelic drug and phenethylamine of the 2C family.[1] It was first synthesized by Alexander Shulgin. It was described in Shulgin’s book PiHKAL (Phenethylamines i Have Known And Loved). The drug is used recreationally and as an entheogen but no medical or industrial uses have been reported yet. 2C-I is commonly sold in its hydrochloride salt form which is a fluffy, sparkling white powder, which has also been pressed into tablet form.


Recreational use

In the early 2000s, 2C-I was sold in Dutch smart shops, after 2C-B—which was previously sold—was banned. In April 2003, 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 research chemicals in the United States, Asia, and Western-Europe. In 2002 and 2003, tablets of 2C-I were being sold in nightclubs and at raves in Denmark and in the United Kingdom as a club drug.[2]

2C-I is generally taken orally, although it can also be insufflated (though 2C-I often causes considerable pain upon insufflation) or administered rectally as well. There have also been a few reports of intramuscular and intravenous injections. An oral recreational dose of 2C-I is commonly between 10 mg and 25 mg, although doses as low as 2 mg have been reported to be active.


The onset of effects usually occurs within two hours, and the effects of the drug typically last somewhere in the range of 5 to 12 hours (depending on the dose). The effects of the drug are often described as quite similar to those of its chemical relative 2C-B, combining psychedelic or hallucinogenic effects typical of drugs such as LSD with the 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 and clean.[3] Although unpleasant physical side effects such as muscle tension, nausea, and vomiting have been reported[citation needed], their incidence in the use of 2C-I appears to be less common than in the use of some of the other closely related phenethylamines such as 2C-T-2 and 2C-T-7.

Side effects

2C-I tablet from Denmark

Virtually no research has been conducted on the toxicity of 2C-I. No deaths have been attributed to the drug and several large doses (100+ milligrams) have been survived. There have been no reports of physical dependence or addiction, which is predictable, as chemically similar compounds have exhibited little potential for dependency. Large doses of 2C-I, like other phenethylamines, may result in undesirable psychological effects, the persistence and severity of which are largely undocumented. Some users have developed varying levels of HPPD as a result of use of 2C-I and other drugs of the 2C family.[citation needed] 2C-I is contraindicated in people with certain thyroid conditions, particularly Grave's disease; its structural similarity to the thyroid hormone thyroxine might cause it to concentrate in the thyroid or affect it.[citation needed] From anecdotes, it would seem that 2C-I has the potential to affect thyroid function in healthy individuals as well. As with all research drugs, the highest caution is advised.


2C-I is an illegal, controlled substance in several European nations, including Denmark, Germany, Greece, Ireland, the Netherlands, Poland, Spain and the United Kingdom.[4] In December 2003, the European Council issued a binding order compelling all 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 huge wake of the DEA's Operation Web Tryp.

See also


External links

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