// Workers AI · dad joke modeWhat did 2CI-2-EtO say? "I'm a compound interest.
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| Clinical data | |
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| Other names | 2CI-2EtO; 2CI-2-ETO; 2CI-2ETO; 2C-I-2-EtO; 2-Ethoxy-5-methoxy-4-iodophenethylamine; 2-Ethoxy-4-iodo-5-methoxyphenethylamine |
| Routes of administration | Oral[1][2][3] |
| Drug class | Psychoactive drug |
| ATC code |
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| Pharmacokinetic data | |
| Duration of action | 2–4 hours[1][2][3] |
| Identifiers | |
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| Chemical and physical data | |
| Formula | C11H16INO2 |
| Molar mass | 321.158 g·mol−1 |
| 3D model (JSmol) | |
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2CI-2-EtO, also known as 2-ethoxy-5-methoxy-4-iodophenethylamine, is a psychoactive drug of the phenethylamine, 2C, and TWEETIO families related to the psychedelic drug 2C-I.[1][2][3] It is the derivative of 2C-I in which the methoxy group at the 2 position has been replaced with an ethoxy group.[1][2][3]
According to Alexander Shulgin in his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, 2CI-2-EtO's dose is 5 to 50 mg orally and its duration is 2 to 4 hours.[1][2][3] The effects of 2CI-2-EtO have been reported to include threshold effects and no more than a "plus-one" on the Shulgin Rating Scale, with no specific effects having been described.[1] The drug produced threshold effects lasting 2 hours at a dose of 5 mg orally.[1] A dose of 50 mg, or 10-fold higher, produced no more intense of effects and only served to extend its duration to 4 hours.[1][2][3]
The chemical synthesis of 2CI-2-EtO has been described.[1]
2CI-2-EtO was first described in the literature by Shulgin in PiHKAL in 1991.[1] It was developed and tested by Darrell Lemaire, with publication via personal communication with Shulgin.[2][4][5][6][7] The drug is a controlled substance in Canada under phenethylamine blanket-ban language.[8]
See also
[edit]References
[edit]- 1 2 3 4 5 6 7 8 9 10 Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. "There is one Iodotweetio known. In Scrabble, would you challenge a word that had seven of its eleven letters as vowels? Especially if the vowels were, specifically, iooeeio? It sounds just a little like the noise coming out of Old McDonald’s farm. But a Tweetio there is, namely, the 2-EtO-homologue of 2C-I. This is 2-ethoxy-4-iodo-5-methoxyphenethylamine, or 2CI-2ETO. The hydrochloride salt was a white, crystalline product with a melting point of 175–175.5 °C. The threshold level of activity was seen at an oral dose of 5 milligrams, and the generated effects were completely dispersed in a couple of hours. Most interestingly, larger doses, of up to 50 milligrams orally, seem to produce no more intense an effect, but simply to stretch out this threshold for an additional couple of hours. At no level that has been tried, has 2CI-2ETO produced even a plus-two response."
- 1 2 3 4 5 6 7 Shulgin AT (2003). "Basic Pharmacology and Effects". In Laing RR (ed.). Hallucinogens: A Forensic Drug Handbook. Forensic Drug Handbook Series. Elsevier Science. pp. 67–137. ISBN 978-0-12-433951-4. Archived from the original on 13 July 2025.
- 1 2 3 4 5 6 Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: von der Struktur zur Funktion [Phenethylamines: From Structure to Function]. Nachtschatten-Science (in German) (1 ed.). Solothurn: Nachtschatten-Verlag. ISBN 978-3-03788-700-4. OCLC 858805226. Archived from the original on 21 August 2025.
- ↑ "Erowid Darrell Lemaire Vault". erowid.org. Retrieved 14 November 2025.
- ↑ Morris H (7 December 2016). "The Lazy Lizard School of Hedonism". Hamilton's Pharmacopeia. Season 1. Episode 6. Vice Media. Viceland.
- ↑ Nez H, Lemaire D (2010). "Notes About Psychoactive Compounds" (PDF). In Targ R, Radin D (eds.). Radiant Minds: Scientists Explore the Dimensions of Consciousness. Millay. pp. 201–207. ISBN 978-0-615-29633-3.
- ↑ Nez H, Lemaire D (Lazar) (1990). Certain Exotic Transmitters as Smart Pills or Compounds that Increase the Capacity for Mental Work in Humans: A Story About LAZAR as Told by Hosteen Nez (2nd ed.). Archived from the original (PDF) on 9 July 2001.
- ↑ "Controlled Drugs and Substances Act". Department of Justice Canada. Retrieved 19 January 2026.