Para-Methylphenylpiperazine

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.^{[1][2][3][4][5]} 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).^[1] 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.^[2] Possible activities at serotonin receptors have not been reported.^[1][2]

Not to be confused with para-Methoxyphenylpiperazine.

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