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[edit]

Benzylpiperazines[edit]

• 

  1-Benzylpiperazine

• 

  1-Methyl-4-benzylpiperazine

• 

  1,4-Dibenzylpiperazine

• 

  3,4-Methylenedioxy-1-benzylpiperazine

• 

  4-Bromo-2,5-dimethoxy-1-benzylpiperazine

• 

  Methoxypiperamide

• 

  Sunifiram

• 1-Benzylpiperazine (BZP)
• 1-Methyl-4-benzylpiperazine (MBZP)
• 1,4-Dibenzylpiperazine (DBZP)
• 3,4-Methylenedioxy-1-benzylpiperazine (MDBZP)
• 4-Bromo-2,5-dimethoxy-1-benzylpiperazine (2C-B-BZP)
• Methoxypiperamide (MeOP, MEXP) ((4-methoxyphenyl)(4-methylpiperazin-1-yl)methanone)
• Sunifiram (1-benzoyl-4-propanoylpiperazine)

Befuraline, fipexide, and piberaline produce benzylpiperazine as a metabolite.

Phenylpiperazines[edit]

ortho-Substituted[edit]

• 2-Chlorophenylpiperazine (oCPP)
• 2-Methylphenylpiperazine (oMPP)
• 2-Methoxyphenylpiperazine (oMeOPP)

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[edit]

• 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[edit]

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

Multiple substitutions[edit]

• 2,3-Dichlorophenylpiperazine (DCPP)
• 2,3-Methylphenylpiperazine (DMPP)
• 3-Trifluoromethyl-4-chlorophenylpiperazine (TFMCPP)

Others[edit]

• 1-Phenylpiperazine (PP)

Other arylpiperazines[edit]

• 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.

See also[edit]

• Substituted α-alkyltryptamine
• Substituted amphetamine
• Substituted cathinone
• Substituted methylenedioxyphenethylamine
• Substituted phenethylamine
• Substituted phenylmorpholine
• Substituted tryptamine

References[edit]