Chemistry: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. Very little is known about their dangers or toxicity.

3-TE Names IUPAC name 2-[4-Ethoxy-3-methoxy-5-(methylsulfanyl)phenyl]ethanamine Identifiers CAS Number 90132-37-9 3D model (JSmol) Interactive image ChEMBL ChEMBL330874 ChemSpider 21106410 PubChem CID 44350018 UNII HS9Q2YB7D3 InChI 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 SMILES CCOc1c(cc(cc1SC)CCN)OC Properties Chemical formula 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). Infobox references 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 CAS Number 90109-49-2 N 3D model (JSmol) Interactive image ChEMBL ChEMBL340722 ChemSpider 21106391 PubChem CID 44349999 InChI 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 SMILES CCSc1c(cc(cc1OC)CCN)OC Properties Chemical formula 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). Infobox references Dosage: 20–30 mg Duration: 9–12 hours Effects: open-eye visuals, easy conversation. +++ on the Shulgin Rating Scale

See also

• Thiomescaline
• TME (psychedelics)
• Thiotrisescaline