Meta-DOB

Meta-DOB
Names
Preferred IUPAC name
1-(5-Bromo-2,4-dimethoxyphenyl)propan-2-amine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C11H16BrNO2/c1-7(13)4-8-5-9(12)11(15-3)6-10(8)14-2/h5-7H,4,13H2,1-3H3 checkY
    Key: YFSLPSITQIUFQK-UHFFFAOYSA-N checkY
  • InChI=1/C11H16BrNO2/c1-7(13)4-8-5-9(12)11(15-3)6-10(8)14-2/h5-7H,4,13H2,1-3H3
    Key: YFSLPSITQIUFQK-UHFFFAOYAU
  • Brc1cc(c(OC)cc1OC)CC(N)C
Properties
C11H16BrNO2
Molar mass 274.154 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Meta-DOB, or 5-bromo-2,4-dimethoxyamphetamine, is a lesser-known psychedelic drug. It is similar in structure to DOB. Meta-DOB was first synthesized by Alexander Shulgin. In his book PiHKAL (Phenethylamines i Have Known And Loved), the dosage range is listed as 50–100 mg, and the duration listed as 5–6 hours. Meta-DOB produces few to no effects. Very little data exists about the pharmacological properties, metabolism, and toxicity of Meta-DOB.