S-DMT

Pharmaceutical compound From Wikipedia, the free encyclopedia

S-DMT, also known as 1-thia-DMT or as N,N-dimethyl-3-(2-aminoethyl)benzo[β]thiophene (N,N-dimethyl-3-AEBT), is a serotonin receptor modulator of the benzothiophene family related to the psychedelic tryptamine dimethyltryptamine (DMT).[1][2] It is the analogue and bioisostere of DMT in which the nitrogen atom of the indole ring has been replaced with a sulfur atom, making the drug a benzothiophene rather than indole or tryptamine derivative.[2] The drug shows about the same activity at the serotonin receptors in the rat fundus strip as DMT.[1][2][3][4] These receptors may correspond to the serotonin 5-HT2B receptor.[5][6] It has not been assessed at the serotonin 5-HT2A receptor.[1] S-DMT was first described in the scientific literature by Richard Glennon and colleagues by 1979.[1][2]

Other names1-Thia-DMT; N,N-Dimethyl-3-(2-aminopropyl)benzo[β]thiophene; N,N-Dimethyl-3-AEBT
ATC code
  • None
Quick facts Clinical data, Other names ...
S-DMT
Clinical data
Other names1-Thia-DMT; N,N-Dimethyl-3-(2-aminopropyl)benzo[β]thiophene; N,N-Dimethyl-3-AEBT
Drug classSerotonin receptor modulator
ATC code
  • None
Identifiers
  • 2-(1-benzothiophen-3-yl)-N,N-dimethylethanamine
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC12H15NS
Molar mass205.32 g·mol−1
3D model (JSmol)
  • CN(C)CCC1=CSC2=CC=CC=C21
  • InChI=1S/C12H15NS/c1-13(2)8-7-10-9-14-12-6-4-3-5-11(10)12/h3-6,9H,7-8H2,1-2H3
  • Key:QAPUMUJBYRYLGE-UHFFFAOYSA-N
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