Para-Methylphenylpiperazine

*para*-Methylphenylpiperazine
Clinical data
Other names	pMPP; 4-Methylphenylpiperazine; 4-MPP; 4-Me-PP; PAL-233; PAL233
Drug class	Serotonin releasing agent
Identifiers
	IUPAC name 1-(4-methylphenyl)piperazine;
CAS Number	39593-08-3;
PubChem CID	83113;
ChemSpider	74982;
ChEMBL	ChEMBL165462;
CompTox Dashboard (EPA)	DTXSID90192706 ;
ECHA InfoCard	100.049.559
Chemical and physical data
Formula	C11H16N2
Molar mass	176.263 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1=CC=C(C=C1)N2CCNCC2;
	InChI InChI=1S/C11H16N2/c1-10-2-4-11(5-3-10)13-8-6-12-7-9-13/h2-5,12H,6-9H2,1H3; Key:ONEYFZXGNFNRJH-UHFFFAOYSA-N;

para-Methylphenylpiperazine (pMPP; code name PAL-233), or 4-methylphenylpiperazine (4-MPP or 4-Me-PP), is a designer drug and monoamine releasing agent of the phenylpiperazine family. It is a serotonin releasing agent, with an EC₅₀Tooltip half-maximal effective concentration of 220 nM in rat brain synaptosomes, and was inactive in the case of norepinephrine and dopamine (EC₅₀ = >10,000 nM and >20,000 nM, respectively). It shows very low potency as a dopamine reuptake inhibitor, with an IC₅₀Tooltip half-maximal inhibitory concentration of 9,523 nM, whereas serotonin and norepinephrine were not reported. Possible activities at serotonin receptors have not been reported.