Substituted piperazine

Substituted piperazines are a class of chemical compounds based on a piperazine core. Some are used as recreational drugs and some are used in scientific research.

ortho-Substituted

 * 2-Chlorophenylpiperazine (oCPP)
 * 2-Methylphenylpiperazine (oMPP)
 * 2-Methoxyphenylpiperazine (oMeOPP)
 * Vortioxetine

Enpiprazole is known to produce oCPP as a metabolite.

Enciprazine was initially anticipated to produce oMeOPP as a metabolite, but this turned out not to be the case.

meta-Substituted

 * 3-Chlorophenylpiperazine (mCPP)
 * 3-Methoxyphenylpiperazine (mMeOPP)
 * 3-Trifluoromethylphenylpiperazine (TFMPP)
 * 1-(3-Chlorophenyl)-4-(2-phenylethyl)piperazine (3C-PEP)

Trazodone, nefazodone, mepiprazole, and others produce mCPP as a metabolite.

para-Substituted

 * 4-Chlorophenylpiperazine (pCPP)
 * 4-Fluorophenylpiperazine (pFPP)
 * 4-Methylphenylpiperazine (pMPP)
 * 4-Methoxyphenylpiperazine (MeOPP)
 * 4-Nitrophenylpiperazine (pNPP)
 * 4-Trifluoromethylphenylpiperazine (pTFMPP)

Multiple substitutions

 * 2,3-Methylphenylpiperazine (DMPP)
 * 3-Trifluoromethyl-4-chlorophenylpiperazine (TFMCPP)

Others

 * 1-Phenylpiperazine (PP)

Other arylpiperazines

 * 1-(1-Naphthyl)piperazine (1-NP)
 * 1-(2-Pyrimidinyl)piperazine (1-PP)
 * ORG-12962 (1-(5-trifluoromethyl-6-chloropyridin-2-yl)piperazine)
 * Quipazine (2-piperazin-1-ylquinoline)

Many azapirones such as buspirone, gepirone, and tandospirone produce 1-PP as a metabolite.