Thioescaline

Thioescaline (TE) is a pair of lesser-known psychedelic drugs with the chemical formula C12H19NO2S. They structural analogs of escaline in which an oxygen atom has been replaced with a sulfur atom. They were first synthesized by Alexander Shulgin and reported in his book PiHKAL.[1][2] Very little is known about their dangers or toxicity.

3-TE
Names
IUPAC name
2-[4-Ethoxy-3-methoxy-5-(methylsulfanyl)phenyl]ethanamine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • Key: LRYPRFGBZRIFIX-UHFFFAOYSA-N
  • InChI=1S/C12H19NO2S/c1-4-15-12-10(14-2)7-9(5-6-13)8-11(12)16-3/h7-8H,4-6,13H2,1-3H3
  • CCOc1c(cc(cc1SC)CCN)OC
Properties
C12H19NO2S
Molar mass 241.35 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Dosage: 60–80 mg
Duration: 8–12 hours
Effects: increased pleasure from art and music, lowering of pitch, and time distortion
4-TE
Names
IUPAC name
2-[4-(Ethylsulfanyl)-3,5-dimethoxyphenyl]ethanamine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • Key: JUZZKKJLOWQNPC-UHFFFAOYSA-N
  • InChI=1S/C12H19NO2S/c1-4-16-12-10(14-2)7-9(5-6-13)8-11(12)15-3/h7-8H,4-6,13H2,1-3H3
  • CCSc1c(cc(cc1OC)CCN)OC
Properties
C12H19NO2S
Molar mass 241.35 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Dosage: 20–30 mg
Duration: 9–12 hours
Effects: open-eye visuals, easy conversation. +++ on the Shulgin Rating Scale