4-APBT

4-APBT
Clinical data
Other names	4-(2-Aminopropyl)-1-benzothiophene
Drug class	Serotonin–norepinephrine–dopamine releasing agent
Identifiers
	IUPAC name 1-(1-benzothiophen-4-yl)propan-2-amine;
Chemical and physical data
Formula	C11H13NS
Molar mass	191.29 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(Cc1cccc2c1ccs2)N;
	InChI InChI=1S/C11H13NS/c1-8(12)7-9-3-2-4-11-10(9)5-6-13-11/h2-6,8H,7,12H2,1H3; Key:NKOJSEHZOSSUEN-UHFFFAOYSA-N;

4-APBT, also known as 4-(2-aminopropyl)-1-benzothiophene, is a monoamine releasing agent (MRA) of the amphetamine and benzothiophene families.^[1]^[2] It acts specifically as a fairly well-balanced serotonin–norepinephrine–dopamine releasing agent (SNDRA), with EC₅₀Tooltip half-maximal effective concentration values of 21.2 nM for serotonin, 46.2 nM for norepinephrine, and 66.6 nM for dopamine in rat brain synaptosomes.^[2] 4-APBT was first described in the scientific literature by 2020.^[1]^[2]

References

1 2 Brandt SD, Carlino L, Kavanagh PV, Westphal F, Dreiseitel W, Dowling G, Baumann MH, Sitte HH, Halberstadt AL (August 2020). "Syntheses and analytical characterizations of novel (2-aminopropyl)benzo[b]thiophene (APBT) based stimulants". Drug Test Anal. 12 (8): 1109–1125. doi:10.1002/dta.2813. PMC 8281332. PMID 32372465.
1 2 3 Rudin D, McCorvy JD, Glatfelter GC, Luethi D, Szöllősi D, Ljubišić T, Kavanagh PV, Dowling G, Holy M, Jaentsch K, Walther D, Brandt SD, Stockner T, Baumann MH, Halberstadt AL, Sitte HH (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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