para-Chlorophenylpiperazine

*para*-Chlorophenylpiperazine
Clinical data
Routes of; administration	Oral
ATC code	none;
Identifiers
	IUPAC name 1-(4-chlorophenyl)piperazine;
CAS Number	38212-33-8 ; 38869-46-4 (dihydrochloride);
PubChem CID	97478;
ChemSpider	87985;
UNII	FMD47JE5C3;
CompTox Dashboard (EPA)	DTXSID90191592 ;
ECHA InfoCard	100.155.613
Chemical and physical data
Formula	C10H13ClN2
Molar mass	196.68 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Clc1ccc(cc1)N2CCNCC2;

para-Chlorophenylpiperazine (pCPP) is a psychoactive drug of the phenylpiperazine class.^[1] It is relatively obscure, with limited human use, and produces slightly psychedelic effects.^{[citation needed]} It has been encountered in illicit capsules as a recreational drug similarly to other piperazines like mCPP.^[1] Scientific research has demonstrated pCPP to have serotonergic effects, likely acting as a non-selective serotonin receptor agonist and/or releasing agent.^[2]^[3]

A known use has been in the synthesis of L-745,870.

References

^ ^a ^b "www.emcdda.europa.eu" (PDF). Archived from the original (PDF) on August 6, 2010.
^ Fuller RW, Snoddy HD (July 1980). "Comparative effects of p-chloroamphetamine and 1-(p-chlorophenyl)piperazine on 5-hydroxyindole concentration in rat brain". Research Communications in Chemical Pathology and Pharmacology. 29 (1): 201–4. PMID 6157183.
^ Maj J, Lewandowska A (1980). "Central serotoninmimetic action of phenylpiperazines". Polish Journal of Pharmacology and Pharmacy. 32 (4): 495–504. PMID 7255267.

[urlwww.emcdda.europa.eu-1] "www.emcdda.europa.eu" (PDF). Archived from the original (PDF) on August 6, 2010.

[pmid6157183-2] Fuller RW, Snoddy HD (July 1980). "Comparative effects of p-chloroamphetamine and 1-(p-chlorophenyl)piperazine on 5-hydroxyindole concentration in rat brain". Research Communications in Chemical Pathology and Pharmacology. 29 (1): 201–4. PMID 6157183.

[pmid7255267-3] Maj J, Lewandowska A (1980). "Central serotoninmimetic action of phenylpiperazines". Polish Journal of Pharmacology and Pharmacy. 32 (4): 495–504. PMID 7255267.

[1]

[2]

[3]

v t e Arylpiperazines
Phenylpiperazines	1-Phenylpiperazine (1-PP; PP) 3,4-CFP 2C-B-PP Acaprazine Antrafenine Aripiprazole Batoprazine Bifeprunox BRL-15,572 Ciprofloxacin Dapiprazole DCPP DMPP Diphenylpiperazine Dropropizine EGIS-7625 EGIS-12,233 Elopiprazole Eltoprazine Enpiprazole Ensaculin Etoperidone Flesinoxan Fluanisone Flibanserin Fluprazine Itraconazole Ketoconazole Levodropropizine Lorpiprazole mCPP Mefway MeOPP Mepiprazole Naftopidil Naluzotan 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 3-Methylbenzylpiperazine Befuraline Bifeprunox Buclizine BZP Chlorbenzoxamine DBZP EGIS-7625 Fipexide Imatinib MBZP MDBZP Meclozine Methoxypiperamide NSI-189 Piberaline Piribedil RN-1747 Sunifiram Trimetazidine Vesnarinone
Naphthylpiperazines	1-Naphthylpiperazine (1-NP) 2-Naphthylpiperazine (2-NP) CSP-2503 F-11,461 S-14,506 S-14671
Quinolinylpiperazines	FPPQ 6-Nitroquipazine Isoquipazine Quipazine
Diphenylalkylpiperazines	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 JJC8-088 Lidoflazine Manidipine Meclozine MT-45 Oxatomide SNC-80 Vanoxerine
Pyrimidinylpiperazines	Buspirone Dasatinib Eptapirone Gepirone Ipsapirone Piribedil Pyrimidinylpiperazine Revospirone Tandospirone Tirilazad Trimazosin Umespirone Zalospirone
Pyridinylpiperazines	Atevirdine Azaperone Delavirdine Mirtazapine ORG-12962 Pyridinylpiperazine
Benzo(iso)thiazolyl piperazines	Lurasidone Perospirone Revospirone Tiospirone Ziprasidone
Tricyclic-linked piperazines	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	AP-238 Azimilide Bucinnazine Cinepazet Cinepazic acid Cinepazide CPD-1 Cyclohexylpiperazine Hexocyclium Indinavir JNJ-7777120 Lodenafil MK-212 Mirodenafil PB-28 Ranolazine SA-4503 Sildenafil Tadalafil Vardenafil VUF-6002 WY-46824 Zipeprol

See also

References