1-(2-Diphenyl)piperazine

1-(2-Diphenyl)piperazine
Identifiers
	IUPAC name 1-(2-diphenyl)piperazine;
CAS Number	180698-18-4 ;
PubChem CID	2737389;
ChemSpider	2019031 ;
UNII	T5S5265H6V;
ChEMBL	ChEMBL494675 ;
CompTox Dashboard (EPA)	DTXSID901029791 ;
Chemical and physical data
Formula	C16H18N2
Molar mass	238.334 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C3CNCCN3c1ccccc1-c2ccccc2;
	InChI InChI=1S/C16H18N2/c1-2-6-14(7-3-1)15-8-4-5-9-16(15)18-12-10-17-11-13-18/h1-9,17H,10-13H2 ; Key:RKRVRTJVCWZOQS-UHFFFAOYSA-N ;
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1-(2-Diphenyl)piperazine, also known as RA-7, is a drug which acts as a potent and selective antagonist at the 5HT₇ serotonin receptor. It was discovered as an active metabolite of the synthetic 5-HT₇ agonists LP-12 and LP-211, and unexpectedly turned out to be a potent antagonist with selectivity approaching that of the parent molecules, despite its much simpler structure.^[1]

References

^ Hedlund PB, Leopoldo M, Caccia S, Sarkisyan G, Fracasso C, Martelli G, Lacivita E, Berardi F, Perrone R (August 2010). "LP-211 is a brain penetrant selective agonist for the serotonin 5-HT(7) receptor". Neuroscience Letters. 481 (1): 12–6. doi:10.1016/j.neulet.2010.06.036. PMC 2910240. PMID 20600619.

[pmid20600619-1] Hedlund PB, Leopoldo M, Caccia S, Sarkisyan G, Fracasso C, Martelli G, Lacivita E, Berardi F, Perrone R (August 2010). "LP-211 is a brain penetrant selective agonist for the serotonin 5-HT(7) receptor". Neuroscience Letters. 481 (1): 12–6. doi:10.1016/j.neulet.2010.06.036. PMC 2910240. PMID 20600619.

[1]

v t e Piperazines
Simple piperazines (no additional rings)	Aminoethylpiperazine Diethylcarbamazine HEPPS Midafotel Piperazine PIPES
Phenylpiperazines	2C-B-PP 3,4-CFP 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 3-Methylbenzylpiperazine Befuraline Bifeprunox Buclizine BZP Chlorbenzoxamine DBZP Fipexide Imatinib MBZP MDBZP Meclozine Methoxypiperamide NSI-189 Piberaline Piribedil RN-1747 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 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
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 AP-238 Azimilide Bucinnazine Cinepazet Cinepazic acid Cinepazide CPD-1 Cyclohexylpiperazine EGIS-7625 Hexocyclium Indinavir JNJ-7777120 Lodenafil MK-212 Mirodenafil PB-28 Quipazine Ranolazine SA-4503 Sildenafil Tadalafil Vardenafil VUF-6002 WY-46824 Zipeprol

Identifiers

IUPAC name 1-(2-diphenyl)piperazine
CAS Number	180698-18-4^Y
PubChem CID	2737389
ChemSpider	2019031^Y
UNII	T5S5265H6V
ChEMBL	ChEMBL494675^Y
CompTox Dashboard (EPA)	DTXSID901029791
Chemical and physical data
Formula	C₁₆H₁₈N₂
Molar mass	238.334 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C3CNCCN3c1ccccc1-c2ccccc2
InChI InChI=1S/C16H18N2/c1-2-6-14(7-3-1)15-8-4-5-9-16(15)18-12-10-17-11-13-18/h1-9,17H,10-13H2^Y Key:RKRVRTJVCWZOQS-UHFFFAOYSA-N^Y
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1-(2-Diphenyl)piperazine

See also

References