Iris (drug)

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]

Other namesIRIS; 2-Methoxy-5-ethoxy-4-methylamphetamine; DOM-5ETO; DOM-5EtO

Routes of
administrationOral^[1]

ATC code

• None

Duration of actionUnknown^[1]

Quick facts Clinical data, Other names ...

IRIS

Clinical data
Other names	IRIS; 2-Methoxy-5-ethoxy-4-methylamphetamine; DOM-5ETO; DOM-5EtO
Routes of administration	Oral[1]
ATC code	None
Pharmacokinetic data
Duration of action	Unknown[1]
Identifiers
IUPAC name 1-(5-ethoxy-2-methoxy-4-methylphenyl)propan-2-amine
CAS Number	952016-59-0 Y
PubChem CID	44719575
ChemSpider	21106327 Y
UNII	V3WW7XL92Q
CompTox Dashboard (EPA)	DTXSID20660367
Chemical and physical data
Formula	C13H21NO2
Molar mass	223.316 g·mol−1
3D model (JSmol)	Interactive image
SMILES COc1cc(C)c(cc1CC(C)N)OCC
InChI 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
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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]