TME, or thiometaescaline, is a series of lesser-known psychedelic drugs similar in structure to mescaline. Their structures are based on that of metaescaline. They were first synthesized by Alexander Shulgin and recorded in his book PiHKAL (Phenethylamines i Have Known And Loved). Very little is known about their dangers or toxicity.

TME compounds[edit]

3-TME Names IUPAC name 2-[3-(Ethylsulfanyl)-4,5-dimethoxyphenyl]ethanamine Identifiers CAS Number 90132-35-7 Y 3D model (JSmol) Interactive image ChEMBL ChEMBL126264 ChemSpider 21106407 PubChem CID 44350009 UNII L3BC6MZN9Y Y InChI Key: WHUXWWJFRBXUOQ-UHFFFAOYSA-N InChI=1S/C12H19NO2S/c1-4-16-11-8-9(5-6-13)7-10(14-2)12(11)15-3/h7-8H,4-6,13H2,1-3H3 SMILES CCSC1=CC(=CC(=C1OC)OC)CCN 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 Chemical compound Dosage: 60–100 mg Duration: 10–15 hours Effects: Strong entheogenic action, reduction of inhibition

4-TME Names IUPAC name 2-[3-Ethoxy-5-methoxy-4-(methylsulfanyl)phenyl]ethanamine Identifiers CAS Number 90109-47-0 3D model (JSmol) Interactive image ChEMBL ChEMBL421670 ChemSpider 21106406 PubChem CID 44350008 InChI Key: ACLYMWAQSAEILP-UHFFFAOYSA-N InChI=1S/C12H19NO2S/c1-4-15-11-8-9(5-6-13)7-10(14-2)12(11)16-3/h7-8H,4-6,13H2,1-3H3 SMILES CCOc1cc(cc(c1SC)OC)CCN 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 Chemical compound Dosage: 60–100 mg Duration: 10–15 hours Effects: Few to none

5-TME Names IUPAC name 2-[3-Ethoxy-4-methoxy-5-(methylsulfanyl)phenyl]ethanamine Identifiers CAS Number 90132-39-1 3D model (JSmol) Interactive image ChEMBL ChEMBL160106 ChemSpider 21106385 PubChem CID 44374913 InChI Key: BRABKKMYSDDDCR-UHFFFAOYSA-N InChI=1S/C12H19NO2S/c1-4-15-10-7-9(5-6-13)8-11(16-3)12(10)14-2/h7-8H,4-6,13H2,1-3H3 SMILES CCOc1cc(cc(c1OC)SC)CCN 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 Chemical compound Dosage: greater than 200 mg Duration: unknown Effects: Few to none

See also[edit]

• Phenethylamine
• Psychedelics, dissociatives and deliriants
• PiHKAL
• Mescaline
• Metaescaline

External links[edit]

• 3-TME entry in PiHKAL
• 3-TME entry in PiHKAL • info
• 4-TME entry in PiHKAL
• 4-TME entry in PiHKAL • info
• 5-TME entry in PiHKAL
• 5-TME entry in PiHKAL • info