TME (psychedelics)

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).

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).

3-TME
Names
	IUPAC name 2-[3-(Ethylsulfanyl)-4,5-dimethoxyphenyl]ethanamine
Identifiers
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL126264;
ChemSpider	21106407;
PubChem CID	44350009;
	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).

TME
Chemical name	Thio metaescaline or Dimethoxy-ethoxy-1-aminoethane
Chemical formula	C₁₂H₁₉NO₂S

TME, or thio metaescaline, 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

Dosage: 60–100 mg

Duration: 10–15 hours

Effects: Strong entheogenic action, reduction of inhibition

Dosage: 60–100 mg

Duration: 10–15 hours

Effects: Few to none

Dosage: greater than 200 mg

Duration: unknown

Effects: Few to none