3-Trifluoromethyl-4-chlorophenylpiperazine

3-Trifluoromethyl-4-chlorophenylpiperazine (TFMCPP; code name PAL-179), or meta-trifluoromethyl-para-chlorophenylpiperazine, is a monoamine releasing agent of the phenylpiperazine family.^[1] It acts specifically as a selective partial serotonin releasing agent, with an EC₅₀Tooltip half-maximal effective concentration of 33 nM and an E_maxTooltip maximal efficacy of 66%.^[1] The drug was inactive as a releasing agent of dopamine or norepinephrine (EC₅₀ >10,000 nM).^[1] Its possible activity at serotonin receptors was not reported.^[1] TFMCPP was first described in the scientific literature by 2012.^[1]

TFMCPP

Clinical data
Other names	TFMCPP; meta-Trifluoromethyl-para-chlorophenylpiperazine; PAL-179; PAL179
Drug class	Selective partial serotonin releasing agent
Identifiers
IUPAC name 1-[4-chloro-3-(trifluoromethyl)phenyl]piperazine
CAS Number	41213-04-1
PubChem CID	2778137
ChemSpider	2058397
UNII	0BN43QW3C6
CompTox Dashboard (EPA)	DTXSID80194138
Chemical and physical data
Formula	C11H12ClF3N2
Molar mass	264.68 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1CN(CCN1)C2=CC(=C(C=C2)Cl)C(F)(F)F
InChI InChI=1S/C11H12ClF3N2/c12-10-2-1-8(7-9(10)11(13,14)15)17-5-3-16-4-6-17/h1-2,7,16H,3-6H2 Key:SOVLQDJRXJFKHO-UHFFFAOYSA-N

See also

• para-Nitrophenylpiperazine (pNPP; PAL-175)