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Thioescaline

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(December 2017)

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).
Chemical compound
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).
Chemical compound
Dosage: 20–30 mg
Duration: 9–12 hours
Effects: open-eye visuals, easy conversation. +++ on the Shulgin Rating Scale

See also

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References

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Tryptamines
No ring subs.
4-Hydroxytryptamines
5-Hydroxytryptamines
5-Methoxytryptamines
Other ring subs.
α-Alkyltryptamines
Others
Cyclized
Bioisosteres
Phenethylamines
Scalines
2C-x
3C-x
DOx
4C-x
Ψ-PEA
MDxx
FLY
25x-NB (NBOMes)
Others
Cyclized
Lysergamides
  • Bioisosteres: JRT
Others
Natural sources
Phenethylamines
Amphetamines
Phentermines
Cathinones
Phenylisobutylamines
(and further-extended)
Catecholamines
(and close relatives)
Cyclized
phenethylamines
Phenylalkylpyrrolidines
2-Benzylpiperidines
(phenidates)
Phenylmorpholines
(phenmetrazines)
Phenyloxazolamines
(aminorexes)
Isoquinolines and
tetrahydroisoquinolines
2-Aminoindanes
2-Aminotetralins
Others / unsorted
Related compounds

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