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.
List of substituted piperazines
Benzylpiperazines
Phenylpiperazines
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, etoperidone, mepiprazole, and others produce mCPP as a metabolite.
para-Substituted
- 4-Chlorophenylpiperazine (pCPP)
- 4-Fluorophenylpiperazine (pFPP)
- 4-Methylphenylpiperazine (pMPP)
- 4-Methoxyphenylpiperazine (pMeOPP, MeOPP)
- 4-Nitrophenylpiperazine (pNPP; PAL-175) – selective partial serotonin releasing agent
- 4-Trifluoromethylphenylpiperazine (pTFMPP)
Multiple substitutions
- 2,3-Dimethylphenylpiperazine (DMPP)
- 3-Trifluoromethyl-4-chlorophenylpiperazine (TFMCPP; PAL-179) – selective partial serotonin releasing agent
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.
By drug class
Activities
See also
- Substituted α-alkyltryptamine
- Substituted amphetamine
- Substituted cathinone
- Substituted methylenedioxyphenethylamine
- Substituted phenethylamine
- Substituted phenylmorpholine
- Substituted tryptamine
References



