6-APBT

Last updated

6-APBT
6-APBT.svg
Clinical data
Other names6-(2-Aminopropyl)-1-benzothiophene; 6-APBT; 6-APBTP
Drug class Serotonin–norepinephrine–dopamine releasing agent; Serotonin 5-HT2 receptor agonist; Entactogen; Serotonergic psychedelic
ATC code
  • None
Identifiers
  • 1-(1-benzothiophen-6-yl)propan-2-amine
Chemical and physical data
Formula C11H13NS
Molar mass 191.29 g·mol−1
3D model (JSmol)
  • CC(N([H])[H])CC1=CC2SC=CC=2C=C1
  • InChI=InChI=1S/C11H13NS/c1-8(12)6-9-2-3-10-4-5-13-11(10)7-9/h2-5,7-8H,6,12H2,1H3
  • Key:QBWPJANWKXULQZ-UHFFFAOYSA-N

6-(2-Aminopropyl)-1-benzothiophene (6-APBT) is a monoamine releasing agent and serotonin receptor agonist of the amphetamine and benzothiophene families. [1] [2] It is related to MDA and other MDA bioisosteres like the benzofurans. [1] [2]

Contents

The drug acts as a potent and well-balanced serotonin–norepinephrine–dopamine releasing agent (SNDRA) and full agonist of the serotonin 5-HT2 receptors. [2] 6-APBT does not increase locomotor activity in rodents and hence does not appear to have stimulant-like effects. [2] However, it does produce the head-twitch response, a behavioral proxy of psychedelic effects, and hence may have hallucinogenic effects. [2]

6-APBT was first described in the scientific literature by 2020. [1] [2]

See also

References

  1. 1 2 3 Brandt SD, Carlino L, Kavanagh PV, Westphal F, Dreiseitel W, Dowling G, et al. (August 2020). "Syntheses and analytical characterizations of novel (2-aminopropyl)benzo[b]thiophene (APBT) based stimulants". Drug Testing and Analysis. 12 (8): 1109–1125. doi:10.1002/dta.2813. PMC   8281332 . PMID   32372465.
  2. 1 2 3 4 5 6 Rudin D, McCorvy JD, Glatfelter GC, Luethi D, Szöllősi D, Ljubišić T, et al. (March 2022). "(2-Aminopropyl)benzo[β]thiophenes (APBTs) are novel monoamine transporter ligands that lack stimulant effects but display psychedelic-like activity in mice". Neuropsychopharmacology. 47 (4): 914–923. doi:10.1038/s41386-021-01221-0. PMC   8882185 . PMID   34750565.
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