Thiobuscaline

Thiobuscaline
Names
	Preferred IUPAC name 2-[4-(Butylsulfanyl)-3,5-dimethoxyphenyl]ethan-1-amine
Identifiers
CAS Number	90109-57-2 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL123840 ;
ChemSpider	21106390 ;
PubChem CID	44349865;
UNII	45ZTS7GX2F;
CompTox Dashboard (EPA)	DTXSID80658366 ;
	InChI 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 Key: CPNWMHCBHUXITO-UHFFFAOYSA-N ; 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;
	SMILES COc1cc(cc(OC)c1SCCCC)CCN;
Properties
Chemical formula	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). verify (what is ?) Infobox references

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

History

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.

^ ^a ^b The Neuropsychiatric Complications of Stimulant Abuse. Academic Press. 2015-06-05. ISBN 978-0-12-803003-5.
^ 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.
^ 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.

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Names

Preferred IUPAC name 2-[4-(Butylsulfanyl)-3,5-dimethoxyphenyl]ethan-1-amine
Identifiers
CAS Number	90109-57-2^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL123840^Y
ChemSpider	21106390^Y
PubChem CID	44349865
UNII	45ZTS7GX2F
CompTox Dashboard (EPA)	DTXSID80658366
InChI 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^Y Key: CPNWMHCBHUXITO-UHFFFAOYSA-N^Y 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
SMILES COc1cc(cc(OC)c1SCCCC)CCN
Properties
Chemical formula	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 ^YN ?) Infobox references