Iris (drug)

IRIS
Clinical data
Other namesIRIS; 2-Methoxy-5-ethoxy-4-methylamphetamine; DOM-5ETO; DOM-5EtO
Routes of
administration		Oral[1]
ATC code
  • None
Pharmacokinetic data
Duration of actionUnknown[1]
Identifiers
  • 1-(5-ethoxy-2-methoxy-4-methylphenyl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC13H21NO2
Molar mass223.316 g·mol−1
3D model (JSmol)
  • COc1cc(C)c(cc1CC(C)N)OCC
  • InChI=1S/C13H21NO2/c1-5-16-12-8-11(7-10(3)14)13(15-4)6-9(12)2/h6,8,10H,5,7,14H2,1-4H3 Y
  • Key:IPJRCKIREPMKNE-UHFFFAOYSA-N Y
  (verify)

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.[1][2][3] It is derivative of DOM in which the methoxy group at the 5 position has been replaced with an ethoxy group.[1][2][3]

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.[1][2] 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.[1][3]

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.[5][6] Iris is a controlled substance in Canada due to phenethylamine blanket-ban language.[7]

See also

References

  1. ^ a b c d e f g h i j Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. IRIS entry
  2. ^ a b c 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.
  3. ^ a b c Ger A, Ger D. "Triple Goddess of the Night". British Neuroscience Association Bulletin. 63: 28–30.
  4. ^ US 3547999, Shulgin AT, "Phenethylamines and their pharmacologically-acceptable salts", issued 15 December 1970, assigned to Dow Chemical Co. 
  5. ^ 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
  6. ^ Drug Enforcement Administration (3 December 2007). "Definition of "Positional Isomer" as It Pertains to the Control of Schedule I Controlled Substances". Federal Register.
  7. ^ "Controlled Drugs and Substances Act". Department of Justice Canada. 5 December 2025. Retrieved 20 January 2026.
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