6-APBT

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]

Other names6-(2-Aminopropyl)-1-benzothiophene; 6-APBT; 6-APBTP

Drug classSerotonin–norepinephrine–dopamine releasing agent; Serotonin 5-HT₂ receptor agonist; Entactogen; Serotonergic psychedelic

ATC code

• None

FormulaC₁₁H₁₃NS

Quick facts Clinical data, Other names ...

6-APBT

Clinical data
Other names	6-(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
IUPAC name 1-(1-benzothiophen-6-yl)propan-2-amine
Chemical and physical data
Formula	C11H13NS
Molar mass	191.29 g·mol−1
3D model (JSmol)	Interactive image
SMILES 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

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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] The drug is a potent monoamine oxidase inhibitor (MAOI), specifically of monoamine oxidase A (MAO-A) (IC₅₀Tooltip half-maximal inhibitory concentration = 600 nM).^[3]

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