Ortho-DOT

Ortho-DOT
Names
Preferred IUPAC name
1-[4,5-Dimethoxy-2-(methylsulfanyl)phenyl]propan-2-amine
Other names
(±)-1-[4,5-dimethoxy-2-(methylsulfanyl)phenyl]propan-2-amine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C12H19NO2S/c1-8(13)5-9-6-10(14-2)11(15-3)7-12(9)16-4/h6-8H,5,13H2,1-4H3 checkY
    Key: GQUWSNDODZTHKC-UHFFFAOYSA-N checkY
  • InChI=1/C12H19NO2S/c1-8(13)5-9-6-10(14-2)11(15-3)7-12(9)16-4/h6-8H,5,13H2,1-4H3
    Key: GQUWSNDODZTHKC-UHFFFAOYAP
  • S(c1cc(OC)c(OC)cc1CC(N)C)C
Properties
C12H19NO2S
Molar mass 241.350 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 ?)

Ortho-DOT, or 4,5-dimethoxy-2-methylthioamphetamine, is a lesser-known psychedelic drug. Ortho-DOT was first synthesized by Alexander Shulgin. In his book PiHKAL (Phenethylamines i Have Known And Loved), neither the dosage nor the duration are known. Ortho-DOT produces few to no effects.[1] Very little data exists about the pharmacological properties, metabolism, and toxicity of Ortho-DOT.