Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

3-Thiomescaline

From Wikipedia, the free encyclopedia

Pharmaceutical compound
3-Thiomescaline
Clinical data
Other names3-TM; 3-Methylthio-4,5-dimethoxyphenethylamine; 3,4-Dimethoxy-5-methylthiophenethylamine; 3-MeS-4-MeO-5-MeO-PEA
Routes of
administration
Oral[1]
Drug classSerotonergic psychedelic;Hallucinogen
ATC code
  • None
Pharmacokinetic data
Onset of action≤1 hour[1]
Duration of action8–12 hours[1]
Identifiers
  • 2-(3,4-dimethoxy-5-methylsulfanylphenyl)ethanamine
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC11H17NO2S
Molar mass227.32 g·mol−1
3D model (JSmol)
  • COC1=C(C(=CC(=C1)CCN)SC)OC
  • InChI=1S/C11H17NO2S/c1-13-9-6-8(4-5-12)7-10(15-3)11(9)14-2/h6-7H,4-5,12H2,1-3H3
  • Key:MASUNTXHOBXSNG-UHFFFAOYSA-N

3-Thiomescaline (3-TM), also known as3-methylthio-4,5-dimethoxyphenethylamine, is apsychedelic drug of thephenethylamine andscaline families related tomescaline (3,4,5-trimethoxyphenethylamine).[1][2][3][4] It is theanalogue of mescaline in which themethoxy group at the 3 position has been replaced with amethylthio group.[1][2][3][4] The drug is one of two possiblethiomescaline (TM)positional isomers, the other being4-thiomescaline (4-TM).[1][2][3][4]

In his bookPiHKAL (Phenethylamines I Have Known and Loved) and other publications,Alexander Shulgin lists 3-TM's dose as 60 to 100 mgorally and itsduration as 8 to 12 hours.[1][2][3][4] Itsonset is within 1 hour.[1] The drug has about 4 to 6 times thepotency of mescaline.[1][2][3][4] The effects of 3-TM have been reported to include color enhancement,closed-eyeimagery andfantasy, noopen-eye visuals,auditoryvisualsynaesthesia withmusic,intoxication,relaxation, feelings of sublimity and peacefulness, conflicting energy, tension,paranoia,irritability, and guardedness.[1][4]

Thechemical synthesis of 3-TM has been described.[1][4]

3-TM was first described in the literature by Shulgin and colleagues by 1981.[4] Subsequently, it was described in greater detail by Shulgin inPiHKAL in 1991.[1]

See also

[edit]

References

[edit]
  1. ^abcdefghijklShulgin A,Shulgin A (September 1991).PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press.ISBN 0-9630096-0-5.OCLC 25627628.https://erowid.org/library/books_online/pihkal/pihkal155.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 (November 1981). "Sulfur analogues of psychotomimetic agents. Monothio analogues of mescaline and isomescaline".Journal of Medicinal Chemistry.24 (11):1348–1353.doi:10.1021/jm00143a017.PMID 7310812.

External links

[edit]
Tryptamines
No ring subs.
4-Hydroxytryptamines
5-Hydroxytryptamines
5-Methoxytryptamines
Other ring subs.
α-Alkyltryptamines
Others
Cyclized
Bioisosteres
Phenethylamines
Scalines
2C-x
3C-x
DOx
4C-x
Ψ-PEA
MDxx
FLY
25x-NB (NBOMes)
Others
Cyclized
Lysergamides
Others
Natural sources
Phenethylamines
Amphetamines
Phentermines
Cathinones
Phenylisobutylamines
(and further-extended)
Catecholamines
(and close relatives)
Cyclized
phenethylamines
Phenylalkylpyrrolidines
2-Benzylpiperidines
(phenidates)
Phenylmorpholines
(phenmetrazines)
Phenyloxazolamines
(aminorexes)
Isoquinolines and
tetrahydroisoquinolines
2-Aminoindanes
2-Aminotetralins
Others / unsorted
Related compounds
Retrieved from "https://en.wikipedia.org/w/index.php?title=3-Thiomescaline&oldid=1338394006"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2026 Movatter.jp