Substituted piperazine

Short description: Class of chemical compounds

Substituted piperazines are a class of chemical compounds based on a piperazine core.[1] Some are used as recreational drugs and some are used in scientific research.[2]

## Contents

* 1 List of substituted piperazines
* 1.1 Benzylpiperazines
* 1.2 Phenylpiperazines
* 1.2.1 ortho-Substituted
* 1.2.2 meta-Substituted
* 1.2.3 para-Substituted
* 1.2.4 Multiple substitutions
* 1.2.5 Others
* 1.3 Other arylpiperazines
* 2 See also
* 3 References

## List of substituted piperazines

### Benzylpiperazines

* 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)

* 3-Methylbenzylpiperazine (3-MeBZP)

* Befuraline
(also produces benzylpiperazine as a metabolite)

* Fipexide
(also produces substituted benzylpiperazine as a metabolite)

* Piberaline
(also produces benzylpiperazine as a metabolite)

### 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, 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-Dichlorophenylpiperazine (2,3-DCPP)

* 3,4-Dichlorophenylpiperazine (3,4-DCPP)

* 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.

## See also

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

## References

1. ↑ Laras, Y.; Garino, C.; Dessolin, J.; Weck, C.; Moret, V.; Rolland, A.; Kraus, J.-L. (2009-02-01). "New N4-substituted piperazine naphthamide derivatives as BACE-1 inhibitors". Journal of Enzyme Inhibition and Medicinal Chemistry 24 (1): 181–187. doi:10.1080/14756360802048939. ISSN 1475-6366. PMID 18770069. https://doi.org/10.1080/14756360802048939.
2. ↑ Alghamdi, Saad; Alshehri, Mohammed M.; Asif, Mohammad (2022). "The Neuropharmacological Potential of Piperazine Derivatives: A Mini- Review" (in en). Mini-Reviews in Organic Chemistry 19 (7): 798–810. doi:10.2174/1570193x19666220119120211. https://www.eurekaselect.com/article/120285.

* v
* t
* e

Piperazines

Simple piperazines
(no additional rings)|

* 1-Cyclohexylpiperazine
* Aminoethylpiperazine
* Diethylcarbamazine
* HEPPS
* Midafotel
* Piperazine
* PIPES

Phenylpiperazines|

* Acaprazine
* Antrafenine
* Aripiprazole
* Batoprazine
* Bifeprunox
* BRL-15,572
* Ciprofloxacin
* CSP-2503
* Dapiprazole
* DCPP
* DMPP
* Diphenylpiperazine
* Dropropizine
* EGIS-12,233
* Elopiprazole
* Eltoprazine
* Enpiprazole
* Ensaculin
* Etoperidone
* Flesinoxan
* Fluanisone
* Flibanserin
* Fluprazine
* Itraconazole
* Ketoconazole
* Levodropropizine
* Lorpiprazole
* mCPP
* Mefway
* MeOPP
* Mepiprazole
* Naftopidil
* Naluzotan
* Naphthylpiperazine
* Nefazodone
* Niaprazine
* Oxypertine
* Pardoprunox
* pCPP
* pFPP
* Posaconazole
* S-14,506
* S-14,671
* S-15,535
* SB-258,585
* SB-271,046
* SB-357,134
* SB-399,885
* Sonepiprazole
* TFMPP
* Tolpiprazole
* Trazodone
* Urapidil
* Vesnarinone
* Vilazodone
* Vortioxetine
* WAY-100,135
* WAY-100,635

Benzylpiperazines|

* 2C-B-BZP
* Befuraline
* Bifeprunox
* Buclizine
* BZP
* Chlorbenzoxamine
* DBZP
* Fipexide
* Imatinib
* MBZP
* MDBZP
* Meclozine
* Methoxypiperamide
* Piberaline
* Piribedil
* Sunifiram
* Trimetazidine
* Vesnarinone

Diphenylalkylpiperazines
(benzhydrylalkylpiperazines)|

* AD-1211
* Almitrine
* Amperozide
* BRL-15,572
* Buclizine
* BW373U86
* Cetirizine
* Chlorbenzoxamine
* Chlorcyclizine
* Cinnarizine
* Clocinizine
* Cyclizine
* DBL-583
* Diphenpipenol
* Diphenylmethylpiperazine
* Dotarizine
* DPI-221
* DPI-287
* DPI-3290
* GBR-12,783
* GBR-12,935
* GBR-13,069
* GBR-13,098
* GBR-13,119
* Hydroxyzine
* Lidoflazine
* Manidipine
* Meclozine
* MT-45
* Oxatomide
* SNC-80
* Vanoxerine

Pyrimidinylpiperazines|

* Buspirone
* Dasatinib
* Eptapirone
* Gepirone
* Ipsapirone
* Piribedil
* Prazitone
* Pyrimidinylpiperazine
* Revospirone
* Tandospirone
* Tirilazad
* Trimazosin
* Umespirone
* Zalospirone

Pyridinylpiperazines|

* Atevirdine
* Azaperone
* Delavirdine
* Mirtazapine
* Pyridinylpiperazine

Benzo(iso)thiazolylpiperazines|

* Lurasidone
* Perospirone
* Revospirone
* Tiospirone
* Ziprasidone

Tricyclics
(piperazine attached via side chain)|

* Amoxapine
* Clopenthixol
* Clorotepine
* Clozapine
* Cyanothepin
* Doclothepin
* Docloxythepin
* Flupentixol
* Fluphenazine
* Isofloxythepin
* Loxapine
* Meperathiepin
* Metitepine
* Octomethothepin
* Olanzapine
* Opipramol
* Oxyclothepin
* Oxyprothepin
* Peradithiepin
* Perathiepin
* Perazine
* Perphenazine
* Pirenzepine
* Prochlorperazine
* Thiethylperazine
* Thiothixene
* Trifluoperazine
* Trifluthepin
* Zuclopenthixol

Others/Uncategorized|

* 6-Nitroquipazine
* Azimilide
* Cinepazet
* Cinepazic acid
* Cinepazide
* Cyclohexylpiperazine
* EGIS-7625
* Hexocyclium
* Indinavir
* JNJ-7777120
* Lodenafil
* Mirodenafil
* PB-28
* Quipazine
* Ranolazine
* SA-4503
* Sildenafil
* Tadalafil
* Vardenafil
* VUF-6002
* WY-46824
* Zipeprol

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