2C-I

2C-I

Names
IUPAC name 2-(4-Iodo-2,5-dimethoxyphenyl)ethan-1-amine
Identifiers
CAS Number	69587-11-7 N
ChEMBL	ChEMBL338297 Y
ChemSpider	8442670 Y
Jmol 3D model	Interactive image
PubChem	10267191
UNII	S35362848V N
InChI 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 Y Key: PQHQBRJAAZQXHL-UHFFFAOYSA-N Y 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
SMILES Ic1cc(OC)c(cc1OC)CCN
Properties
Chemical formula	C10H14INO2
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).
N verify (what is YN ?)
Infobox references

2C-I 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.

Recreational use

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

According to the US government's Drug Enforcement Administration, 2C-I is taken orally or snorted in a powder form.

Effects

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.

the drug 2C-I in powder form

Toxicity and Dosage

A standard oral dose of 2C-I is between 10-25 mg. Recent reports suggest that 2C-I is just slightly more potent than 2C-B (slightly less material needed for the same level of effects).

Duration

Oral 2C-I takes between 45-75 minutes to take effect. The primary effects of 2C-I last approximately 5-8 hours when taken orally.

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.

Canada

As of October 31st, 2016; 2C-I is a controlled substance (Schedule III) in Canada. http://gazette.gc.ca/rp-pr/p2/2016/2016-05-04/html/sor-dors72-eng.php

Denmark

Controlled substance.

Germany

Controlled substance.

Greece

Controlled substance.

Ireland

Controlled substance.

Australia

2C-I is a schedule 9 prohibited substance in Australia under the Poisons Standard (October 2015). 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."

Italy

Controlled substance.

Sweden

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).

United Kingdom

Controlled as a Class A substance.

USA

In March 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.

See also

• Empathogen-entactogen
• Phenethylamine
• Psychedelic drug
• Recreational drug use
• Alexander Shulgin
• 2C family
• DOI
• 2C-B
• 2C-T-2
• 2C-T-7

External links

• 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