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Thioproscaline

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Thioproscaline

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Thioproscaline (TP), or 4-thioproscaline (4-TP), also known as 3,5-dimethoxy-4-propylthiophenethylamine, is a psychedelic drug of the phenethylamine and scaline families related to mescaline. It is the analogue of proscaline in which the propoxy group at the 4 position has been replaced with a propylthio group.

Chemical data

Formula
C13H21NO2S
Molecular weight
255.38 g/mol
IUPAC name
2-(3,5-dimethoxy-4-propylsulfanylphenyl)ethanamine
SMILES
CCCSC1=C(C=C(C=C1OC)CCN)OC
InChIKey
BQFDSMXQCJFKCH-UHFFFAOYSA-N
XLogP
2.7
Polar surface area
69.8 Ų
H-bond donors
1
H-bond acceptors
4
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
255.129299912
Show 2 more facts
canonical SMILES
COc1cc(cc(OC)c1SCCC)CCN
chemical formula
C₁₃H₂₁NO₂S
Sources (2)

via Wikidata · CC0

~2 min read

Encyclopedic overview

3 sections
Contents
  • See also
  • References
  • External links

Thioproscaline (TP), or 4-thioproscaline (4-TP), also known as 3,5-dimethoxy-4-propylthiophenethylamine, is a psychedelic drug of the phenethylamine and scaline families related to mescaline. It is the analogue of proscaline in which the propoxy group at the 4 position has been replaced with a propylthio group.

In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists thioproscaline's dose as 20 to 25mg orally and its duration as 10 to 15hours. Its onset is more than 2hours. The drug has approximately 10 to 16times the potency of mescaline. The effects of thioproscaline have been reported to include extremely rich closed-eye imagery, quite a bit of open-eye visuals, body load, body heaviness, heavy pressure at the back of the neck, feeling vulnerable, dizziness, and hyperreflexia. It was remarked that the psychoactive effects did not seem worth the physical side effects, although it was suggested that lower doses might be better.

Excerpted from Wikipedia’s “Thioproscaline” article, available under the CC BY-SA 4.0 licence.

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