Thiobuscaline, or 3,5-dimethoxy-4-butylthiophenethylamine]], is a lesser-known psychedelic drug.[1]

Thiobuscaline
Names
Preferred IUPAC name
2-[4-(Butylsulfanyl)-3,5-dimethoxyphenyl]ethan-1-amine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C14H23NO2S/c1-4-5-8-18-14-12(16-2)9-11(6-7-15)10-13(14)17-3/h9-10H,4-8,15H2,1-3H3 checkY
    Key: CPNWMHCBHUXITO-UHFFFAOYSA-N checkY
  • InChI=1/C14H23NO2S/c1-4-5-8-18-14-12(16-2)9-11(6-7-15)10-13(14)17-3/h9-10H,4-8,15H2,1-3H3
    Key: CPNWMHCBHUXITO-UHFFFAOYAK
  • COc1cc(cc(OC)c1SCCCC)CCN
Properties
C14H23NO2S
Molar mass 269.40 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

History

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It is an analog of buscaline.[1] Thiobuscaline was first synthesized by Alexander Shulgin.[2] In his book PiHKAL (Phenethylamines i Have Known And Loved), the dosage range is listed as 60–120 mg, and the duration is listed as 8 hours.[3] Thiobuscaline is an entheogen, and it causes a threshold.[citation needed] Very little data exists about the pharmacological properties, metabolism, and toxicity of thiobuscaline.

See also

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References

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  1. ^ a b The Neuropsychiatric Complications of Stimulant Abuse. Academic Press. 2015-06-05. ISBN 978-0-12-803003-5.
  2. ^ Baumann, Michael H; Ayestas, Mario A; Partilla, John S; Sink, Jacqueline R; Shulgin, Alexander T; Daley, Paul F; Brandt, Simon D; Rothman, Richard B; Ruoho, Arnold E; Cozzi, Nicholas V (2011-04-12). "The Designer Methcathinone Analogs, Mephedrone and Methylone, are Substrates for Monoamine Transporters in Brain Tissue". Neuropsychopharmacology. 37 (5): 1192–1203. doi:10.1038/npp.2011.304. ISSN 0893-133X. PMC 3306880. PMID 22169943.
  3. ^ Shulgin, Alexander T.; Shulgin, Ann (1991). PiHKAL: A Chemical Love Story (1st ed.). Berkeley, CA: Transform Press. ISBN 978-0-9630096-0-9. OL 22859055M.