Structure via PubChem · Public domain (PubChem)
thiobuscaline
Sign in to saveAlso known as 3,5-dimethoxy-4-butylthiophenethylamine
Thiobuscaline (TB), or 4-thiobuscaline (4-TB), also known as 3,5-dimethoxy-4-butylthiophenethylamine, is a psychoactive drug of the phenethylamine and scaline families related to the psychedelic drug mescaline. It is the analogue of buscaline in which the butoxy group at the 4 position has been replaced with a butylthio group.
Chemical data
- Formula
- C14H23NO2S
- Molecular weight
- 269.4 g/mol
- IUPAC name
- 2-(4-butylsulfanyl-3,5-dimethoxyphenyl)ethanamine
- SMILES
- CCCCSC1=C(C=C(C=C1OC)CCN)OC
- InChIKey
- CPNWMHCBHUXITO-UHFFFAOYSA-N
- XLogP
- 3.1
- 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
- Subclass of
- chemical compound
- Mass
- 269.144949976
Show 2 more facts
- canonical SMILES
- COc1cc(cc(OC)c1SCCCC)CCN
- chemical formula
- C₁₄H₂₃NO₂S
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- See also
- References
- External links
Thiobuscaline (TB), or 4-thiobuscaline (4-TB), also known as 3,5-dimethoxy-4-butylthiophenethylamine, is a psychoactive drug of the phenethylamine and scaline families related to the psychedelic drug mescaline. It is the analogue of buscaline in which the butoxy group at the 4 position has been replaced with a butylthio group.
In his book PiHKAL (Phenethylamines I Have Known And Loved) and other publications, Alexander Shulgin lists thiobuscaline's dose range as 60 to 120mg orally and its duration as about 8hours. The effects of thiobuscaline have been reported to include a "benign and beautiful experience which never quite popped into anything psychedelic", subtle threshold effects, a vague awareness of something, being in a "wonderful place spiritually" but with "some dark edges", it being "pleasant, but certainly not psychedelic", and body discomfort. No clear hallucinogenic effects were described. Thiobuscaline is listed as being 4times more potent as a psychoactive drug than mescaline.
Excerpted from Wikipedia’s “thiobuscaline” article, available under the CC BY-SA 4.0 licence.