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| Other names | IRIS; 2-Methoxy-5-ethoxy-4-methylamphetamine; DOM-5ETO; DOM-5EtO |
| Routes of administration | Oral1 |
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| Pharmacokinetic data | |
| Duration of action | Unknown1 |
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| Chemical and physical data | |
| Formula | C13H21NO2 |
| Molar mass | 223.316 g·mol−1 |
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Iris, also known as 2-methoxy-5-ethoxy-4-methylamphetamine or as DOM-5ETO, is a chemical compound of the phenethylamine, amphetamine, and DOx families related to DOM.123 It is derivative of DOM in which the methoxy group at the 5 position has been replaced with an ethoxy group.123
In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists Iris's dose as greater than 9 mg orally and its duration as unknown.12 The effects of Iris at tested doses included possible threshold effects and lightheadedness.1 No clear hallucinogenic or other effects were described and higher doses were not tested.1 The drug is one of Shulgin's "ten classic ladies", a series of methylated DOM derivatives.13
The chemical synthesis of Iris has been described.1
Iris was first described in the literature in a patent by Shulgin in 1970.4 Subsequently, it was described in greater detail by Shulgin PiHKAL in 1991.1 It is not an explicitly controlled substance in the United States, but may be considered scheduled as an isomer of DOET.56 Iris is a controlled substance in Canada due to phenethylamine blanket-ban language.7
See also
See also
- DOx (psychedelics)
- TWEETIO § DOx compounds
- 2CD-5EtO
- Beatrice (N-methyl-DOM)
- Florence (DOM-2ETO)
- DOM-2,5-DiEtO
- MME (TMA2-5-EtO)
References
References
- Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. IRIS entry
- 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.
- Ger A, Ger D. "Triple Goddess of the Night". British Neuroscience Association Bulletin. 63: 28–30.
- US 3547999, Shulgin AT, "Phenethylamines and their pharmacologically-acceptable salts", issued 15 December 1970, assigned to Dow Chemical Co.
- Orange Book: List of Controlled Substances and Regulated Chemicals (January 2026) (PDF), United States: U.S. Department of Justice: Drug Enforcement Administration (DEA): Diversion Control Division, January 2026
- Drug Enforcement Administration (3 December 2007). "Definition of "Positional Isomer" as It Pertains to the Control of Schedule I Controlled Substances". Federal Register.
- "Controlled Drugs and Substances Act". Department of Justice Canada. 5 December 2025. Retrieved 20 January 2026.
