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4-Thioasymbescaline

From Wikipedia, the free encyclopedia
Pharmaceutical compound
4-Thioasymbescaline
Clinical data
Other names4-TASB; 3-Ethoxy-4-ethylthio-5-methoxyphenethylamine; 3-EtO-4-EtS-5-MeO-PEA
Routes of
administration
Oral[1][2][3]
Drug classSerotonergic psychedelic;Hallucinogen
ATC code
  • None
Pharmacokinetic data
Duration of action10–15 hours[1]
Identifiers
  • 2-(3-ethoxy-4-ethylsulfanyl-5-methoxyphenyl)ethanamine
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC13H21NO2S
Molar mass255.38 g·mol−1
3D model (JSmol)
  • CCOC1=CC(=CC(=C1SCC)OC)CCN
  • InChI=1S/C13H21NO2S/c1-4-16-12-9-10(6-7-14)8-11(15-3)13(12)17-5-2/h8-9H,4-7,14H2,1-3H3
  • Key:IUZSEPUWBBUJME-UHFFFAOYSA-N

4-Thioasymbescaline (4-TASB), also known as3-ethoxy-4-ethylthio-5-methoxyphenethylamine, is apsychedelic drug of thephenethylamine andscaline families related tomescaline.[1][2][3][4] It is theanalogue ofasymbescaline in which theethoxy group at the 4 position has been replaced with anethylthio group.[1][2][3][4] The drug is one of three possiblethioasymbescaline (TASB)positional isomers, the others being3-thioasymbescaline (3-TASB) and5-thioasymbescaline (5-TASB).[1][2][3][4]

In his bookPiHKAL (Phenethylamines I Have Known and Loved) and other publications,Alexander Shulgin lists 4-TASB's dose as 60 to 100 mgorally and itsduration as 10 to 15 hours.[1] The drug is said to have approximately 4 times thepotency of mescaline.[4][2][3][1]

The effects of 4-TASB have been reported to include "fantasy stuff tomusic", "some jumpy stuff to music", music being "lovely", "pictures not particularly exciting", extremely negativeeyes-closed fantasies while trying tosleep,irritability,agitation,twitchiness, uncomfortableness, feeling disturbed, feeling thatnerve endings are raw and active, possibleneurologicalhyperreflexia, feeling continuouselectrical impulses traveling between nerve endings, continuouserotic arousability seemingly related to thenervous systemoversensitivity, "heartbeat wrongness", "respiration wrongness",water retention,diarrhea, and otherphysicalsymptoms.[1][4] It was described as very intense, as a very threatening material, and one person remarked "DO NOT REPEAT".[1] It was concluded that although 4-TASB had "quite a bit of life", it had more overshadowing physical problems than psychic virtue.[1][4]

Thechemical synthesis of 4-TASB has been described.[1][4]

4-TASB was first described in thescientific literature by Shulgin andPeyton Jacob III in 1984.[4] Subsequently, it was described in greater detail by Shulgin inPiHKAL in 1991.[1]

See also

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References

[edit]
  1. ^abcdefghijklShulgin, Alexander;Shulgin, Ann (September 1991).PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press.ISBN 0-9630096-0-5.OCLC 25627628.https://www.erowid.org/library/books_online/pihkal/pihkal147.shtml
  2. ^abcdeJacob P, Shulgin AT (1994)."Structure-Activity Relationships of the Classic Hallucinogens and Their Analogs". In Lin GC, Glennon RA (eds.).Hallucinogens: An Update(PDF). National Institute on Drug Abuse Research Monograph Series. Vol. 146. National Institute on Drug Abuse. pp. 74–91.PMID 8742795. Archived fromthe original on 13 July 2025.
  3. ^abcdeShulgin AT (2003)."Basic Pharmacology and Effects". In Laing RR (ed.).Hallucinogens: A Forensic Drug Handbook. Forensic Drug Handbook Series. Elsevier Science. pp. 67–137.ISBN 978-0-12-433951-4. Archived fromthe original on 13 July 2025.
  4. ^abcdefghJacob P, Shulgin AT (July 1984). "Sulfur analogues of psychotomimetic agents. 3. Ethyl homologues of mescaline and their monothio analogues".J Med Chem.27 (7):881–888.doi:10.1021/jm00373a013.PMID 6737431.

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