Thiobuscaline

Last updated
Thiobuscaline
Thiobuscaline.svg
Names
Preferred IUPAC name
2-[4-(Butylsulfanyl)-3,5-dimethoxyphenyl]ethan-1-amine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
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 Yes check.svgY
    Key: CPNWMHCBHUXITO-UHFFFAOYSA-N Yes check.svgY
  • 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).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

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

Contents

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.

See also

Related Research Articles

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<span class="mw-page-title-main">BOD (psychedelic)</span> Chemical compound

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<span class="mw-page-title-main">BOM (psychedelic)</span> Chemical compound

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<span class="mw-page-title-main">4-D (psychedelic)</span> Chemical compound

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<span class="mw-page-title-main">Beta-D</span> Chemical compound

Beta-D (3,4,5-trimethoxy-beta-dideuterophenethylamine) is a lesser-known psychedelic drug. It is one of the few phenethylamines used as a recreational drug that is enriched in deuterium. Beta-D can be prepared as a sulfate salt or as a hydrochloride salt. It is the beta-dideutero analog of mescaline. Beta-D was first synthesized by Alexander Shulgin. In his book PiHKAL, the dosage is listed as approximately 200–400 mg for the sulfate salt, and 178–356 mg for the hydrochloride salt. Its effects last for 12 hours. Beta-D has a very rapid onset. It produces an increased appreciation of music and a strong connection with God. Very little data exists about the pharmacological properties, metabolism, and toxicity of Beta-D.

<span class="mw-page-title-main">2,5-Dimethoxy-4-propylamphetamine</span> Chemical compound

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<span class="mw-page-title-main">Thioproscaline</span> Chemical compound

Thioproscaline, or 3,5-dimethoxy-4-propylthiophenethylamine, is a lesser-known psychedelic drug. It is the 4-propylthio analog of mescaline. Thioproscaline was first synthesized by Alexander Shulgin. In his book PiHKAL , the dosage range is listed as 20–25 mg, and the duration listed as 10–15 hours. Thioproscaline causes closed-eye visuals, slight open-eye visuals, and a body load. Very little data exists about the pharmacological properties, metabolism, and toxicity of thioproscaline.

<span class="mw-page-title-main">2C-T-16</span> Chemical compound

2C-T-16 is a lesser-known psychedelic drug. It was originally named by Alexander Shulgin as described in his book PiHKAL, however while Shulgin began synthesis of this compound he only got as far as the nitrostyrene intermediate, and did not complete the final synthetic step. Synthesis of 2C-T-16 was finally achieved by Daniel Trachsel some years later, and it was subsequently reported as showing similar psychedelic activity to related compounds, with a dose range of 10–25 mg and a duration of 4–6 hours, making it around the same potency as the better-known saturated analogue 2C-T-7, but with a significantly shorter duration of action. Binding studies in vitro showed 2C-T-16 to have a binding affinity of 44nM at 5-HT2A and 15nM at 5-HT2C. 2C-T-16 and related derivatives are potent partial agonists of the 5-HT1A, 5-HT2A, 5-HT2B and 5-HT2C receptors and induce a head-twitch response in mice.

<span class="mw-page-title-main">2C-Se</span> Chemical compound

2C-Se is a lesser-known psychedelic drug. It was originally named by Alexander Shulgin as described in his book PiHKAL. Shulgin considered 2C-Se to be around three times the potency of mescaline, but was too concerned about toxicity to test it extensively, though he considered it noteworthy as the only psychedelic drug to contain a selenium atom.

References

  1. 1 2 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.