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4-MeS-DMT


Column 1
4-SMe-DMT; 4-Methylthio-N,N-dimethyltryptamine
Serotonin receptor modulator; Serotonergic psychedelic; Hallucinogen
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IUPAC name
N,N-dimethyl-2-(4-methylsulfanyl-1H-indol-3-yl)ethanamine
10455-77-3
193459
167880
ChEMBL285355
DTXSID80146551
C13H18N2S
234.36 g·mol−1
Interactive image
SMILES
CN(C)CCC1=CNC2=C1C(=CC=C2)SC
InChI
InChI=1S/C13H18N2S/c1-15(2)8-7-10-9-14-11-5-4-6-12(16-3)13(10)11/h4-6,9,14H,7-8H2,1-3H3Key:YWCOPJQNWPEWQP-UHFFFAOYSA-N

4-MeS-DMT, or 4-SMe-DMT, also known as 4-methylthio-N,N-dimethyltryptamine, is a serotonin receptor modulator and possible psychedelic drug of the tryptamine family related to psilocin. It is the 4-methylthio derivative of psilocin (4-HO-DMT) and is an analogue of 4-MeO-DMT. The drug's properties and effects in humans are unknown. It shows affinity for serotonin receptors. 4-MeS-DMT produces psychedelic-like behavioral effects in animals, for instance generalization with 5-MeO-DMT in rodent drug discrimination tests, though is less potent than 5-MeS-DMT or 4-MeO-DMT. The chemical synthesis of 4-MeS-DMT has been described. 4-MeS-DMT was first described in the scientific literature by Richard Glennon and colleagues in 1982. Subsequently, it was briefly described by Alexander Shulgin in his book TiHKAL (Tryptamines I Have Known and Loved) in 1997.

  • Substituted tryptamine

  • 4-MeS-DMT - Isomer Design

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