4-Propylamphetamine

4-Propylamphetamine
Clinical data
Other names	4-PrA; para-Propylamphetamine
Drug class	serotonergic agent; psychedelic
ATC code	None;
Identifiers
	IUPAC name 1-(4-propylphenyl)propan-2-amine;
PubChem CID	15061884;
ChemSpider	23234030;
ChEMBL	ChEMBL166185;
Chemical and physical data
Formula	C12H19N
Molar mass	177.291 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCC1=CC=C(C=C1)CC(C)N;
	InChI InChI=1S/C12H19N/c1-3-4-11-5-7-12(8-6-11)9-10(2)13/h5-8,10H,3-4,9,13H2,1-2H3; Key:MRPZLQUGNPYVGK-UHFFFAOYSA-N;

4-Propylamphetamine (4-PrAor 4-PPA) is a serotonin receptor modulator of the phenethylamine and amphetamine families.^[1]^[2] It has shown weak affinity for the serotonin 5-HT_2A and 5-HT_2C receptors (K_i = 1,250 nM and 2,345 nM, respectively).^[1] The drug was described by Richard Glennon and colleagues in 1992.^[1]

References

1 2 3 Glennon RA, Raghupathi R, Bartyzel P, Teitler M, Leonhardt S (February 1992). "Binding of phenylalkylamine derivatives at 5-HT1C and 5-HT2 serotonin receptors: evidence for a lack of selectivity". Journal of Medicinal Chemistry. 35 (4): 734–740. doi:10.1021/jm00082a014. PMID 1542100.
↑ Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: von der Struktur zur Funktion [Phenethylamines: From Structure to Function]. Nachtschatten-Science (in German) (1 ed.). Solothurn: Nachtschatten-Verlag. ISBN 978-3-03788-700-4. OCLC 858805226. Archived from the original on 21 August 2025.