2CB-2-EtO

2CB-2-EtO, also known as 4-bromo-2-methoxy-5-ethoxyphenethylamine, is a psychedelic drug of the phenethylamine, 2C, and TWEETIO families related to 2C-B.^[1][2][3][4] It is the derivative of 2C-B in which the methoxy group at the 2 position has been replaced with an ethoxy group.^[1][2][3][4]

Other names2C-B-2-ETO; 4-Bromo-5-ethoxy-2-methoxyphenethylamine; 2-Methoxy-4-bromo-5-ethoxyphenethylamine

Routes of
administrationOral^[1]

Drug classSerotonergic psychedelic; Hallucinogen

ATC code

• None

Quick facts Clinical data, Other names ...

2CB-2-EtO

Clinical data
Other names	2C-B-2-ETO; 4-Bromo-5-ethoxy-2-methoxyphenethylamine; 2-Methoxy-4-bromo-5-ethoxyphenethylamine
Routes of administration	Oral[1]
Drug class	Serotonergic psychedelic; Hallucinogen
ATC code	None
Pharmacokinetic data
Duration of action	3–6 hours[1]
Identifiers
IUPAC name 2-(4-bromo-2-ethoxy-5-methoxyphenyl)ethanamine
PubChem CID	86200098
ChemSpider	62909262
Chemical and physical data
Formula	C11H16BrNO2
Molar mass	274.158 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCOC1=CC(=C(C=C1CCN)OC)Br
InChI InChI=1S/C11H16BrNO2/c1-3-15-10-7-9(12)11(14-2)6-8(10)4-5-13/h6-7H,3-5,13H2,1-2H3 Key:FLMAKYQLBBLIAH-UHFFFAOYSA-N

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According to Alexander Shulgin in his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, 2CB-2-EtO produces maximal effects at a dose of about 15 mg orally.^[1][3][4] Higher doses of 30 to 50 mg orally did not increase its effects any further but only prolonged their duration, from about 3 hours to perhaps 6 hours.^[1][3][4] 2CB-2-EtO was said to have not had an intensity that resembled that of 2C-B at any dose.^[1] It was also said to be dramatically or about 5-fold less potent than 2C-B.^[2] Beyond the preceding, the specific effects of 2CB-2-EtO were not described.^[1][2][3][4]

The chemical synthesis of 2CB-2-EtO has been described.^[1]

2CB-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.^{[3][5][6][7][8]} The drug is a controlled substance in Canada under phenethylamine blanket-ban language.^[9]