CGS-12066A

CGS-12066A
Identifiers
	IUPAC name 4-(4-methylpiperazin-1-yl)-7-(trifluoromethyl)pyrrolo[1,2-a]quinoxaline;
CAS Number	109028-10-6 ;
PubChem CID	2689;
IUPHAR/BPS	109;
ChemSpider	2588 ;
UNII	VJ9I4R0C0C;
CompTox Dashboard (EPA)	DTXSID3043730 ;
Chemical and physical data
Formula	C17H17F3N4
Molar mass	334.346 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C3CN(C)CCN3c2nc1cc(C(F)(F)F)ccc1n4cccc24;
	InChI InChI=1S/C17H17F3N4/c1-22-7-9-23(10-8-22)16-15-3-2-6-24(15)14-5-4-12(17(18,19)20)11-13(14)21-16/h2-6,11H,7-10H2,1H3 ; Key:LXFHSCDLMBZYKY-UHFFFAOYSA-N ;
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CGS-12066A is a drug which acts as a potent and selective agonist for the 5-HT_1B receptor with lower affinity for the three 5-HT₂ receptor subtypes.^[1]^[2] It is used for studying the role of the 5-HT_1B receptor in various processes including perception of pain and the sleep-wake cycle.^[3]^[4]

References

^ Knight AR, Misra A, Quirk K, Benwell K, Revell D, Kennett G, Bickerdike M (August 2004). "Pharmacological characterisation of the agonist radioligand binding site of 5-HT(2A), 5-HT(2B) and 5-HT(2C) receptors". Naunyn-Schmiedeberg's Archives of Pharmacology. 370 (2): 114–23. doi:10.1007/s00210-004-0951-4. PMID 15322733. S2CID 8938111.
^ Jeong HS, Jang MJ, Park JS (March 2005). "Effects of CGS-12066A on medial vestibular nuclear neurons". Brain Research. 1038 (1): 118–21. doi:10.1016/j.brainres.2005.01.025. PMID 15748881. S2CID 22734919.
^ Monti JM, Jantos H (2008). "The roles of dopamine and serotonin, and of their receptors, in regulating sleep and waking". Serotonin–Dopamine Interaction: Experimental Evidence and Therapeutic Relevance. Progress in Brain Research. Vol. 172. pp. 625–46. doi:10.1016/S0079-6123(08)00929-1. ISBN 9780444532350. PMID 18772053.
^ Granados-Soto V, Argüelles CF, Rocha-González HI, Godínez-Chaparro B, Flores-Murrieta FJ, Villalón CM (January 2010). "The role of peripheral 5-HT1A, 5-HT1B, 5-HT1D, 5-HT1E and 5-HT1F serotonergic receptors in the reduction of nociception in rats". Neuroscience. 165 (2): 561–8. doi:10.1016/j.neuroscience.2009.10.020. PMID 19837141. S2CID 195684404.

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[1] Knight AR, Misra A, Quirk K, Benwell K, Revell D, Kennett G, Bickerdike M (August 2004). "Pharmacological characterisation of the agonist radioligand binding site of 5-HT(2A), 5-HT(2B) and 5-HT(2C) receptors". Naunyn-Schmiedeberg's Archives of Pharmacology. 370 (2): 114–23. doi:10.1007/s00210-004-0951-4. PMID 15322733. S2CID 8938111.

[2] Jeong HS, Jang MJ, Park JS (March 2005). "Effects of CGS-12066A on medial vestibular nuclear neurons". Brain Research. 1038 (1): 118–21. doi:10.1016/j.brainres.2005.01.025. PMID 15748881. S2CID 22734919.

[3] Monti JM, Jantos H (2008). "The roles of dopamine and serotonin, and of their receptors, in regulating sleep and waking". Serotonin–Dopamine Interaction: Experimental Evidence and Therapeutic Relevance. Progress in Brain Research. Vol. 172. pp. 625–46. doi:10.1016/S0079-6123(08)00929-1. ISBN 9780444532350. PMID 18772053.

[4] Granados-Soto V, Argüelles CF, Rocha-González HI, Godínez-Chaparro B, Flores-Murrieta FJ, Villalón CM (January 2010). "The role of peripheral 5-HT1A, 5-HT1B, 5-HT1D, 5-HT1E and 5-HT1F serotonergic receptors in the reduction of nociception in rats". Neuroscience. 165 (2): 561–8. doi:10.1016/j.neuroscience.2009.10.020. PMID 19837141. S2CID 195684404.

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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