4-PhPr-PEA

4-PhPr-PEA
Clinical data
Other names	4-(3-Phenylpropyl)phenethylamine; 4-PhPr-PEA; 4-PPPEA
Drug class	Serotonin receptor modulator; Serotonin 5-HT2A and 5-HT2C receptor modulator
ATC code	None;
Identifiers
	IUPAC name 2-[4-(3-phenylpropyl)phenyl]ethanamine;
PubChem CID	10657642;
ChemSpider	8832997;
ChEMBL	ChEMBL104088;
Chemical and physical data
Formula	C17H21N
Molar mass	239.362 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1=CC=C(C=C1)CCCC2=CC=C(C=C2)CCN;
	InChI InChI=1S/C17H21N/c18-14-13-17-11-9-16(10-12-17)8-4-7-15-5-2-1-3-6-15/h1-3,5-6,9-12H,4,7-8,13-14,18H2; Key:YMVIIWYVJUTVGJ-UHFFFAOYSA-N;

4-Phenylpropylphenethylamine (4-PhPr-PEA or 4-PPPEA), is a serotonin receptor modulator of the phenethylamine family related to phenethylamine (PEA).^[1]^[2]^[3]^[4] It is the 4-(3-phenylpropyl) derivative of phenethylamine.^[1]^[2] The drug shows relatively high affinity for the serotonin 5-HT_2A and 5-HT_2C receptors (K_i = 60 nM and 525 nM, respectively).^[1]^[2]^[4] Its affinity for the serotonin 5-HT_2A receptor was 280-fold higher than that of phenethylamine (which was K_i = 16,800 nM).^[1] 4-PhPr-PEA was not specifically assessed itself, but analogues were tested, and based on the results with them, the drug is assumed to act as an antagonist or low-efficacy partial agonist of the serotonin 5-HT_2A receptor.^[1]^[2]^[3]^[4] 4-PhPr-PEA is notable as it indicates that methoxy groups on the phenyl ring are not required for high affinity binding to serotonin receptors, though they do appear to be required for efficacious agonism.^[1]^[3]^[4] The drug was first described in the scientific literature by Richard Glennon and colleagues in 2000.^[1]^[2]