Chemistry: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;
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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Short description: Chemical compound

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

↑ "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. August 2004. doi:10.1007/s00210-004-0951-4. PMID 15322733.
↑ "Effects of CGS-12066A on medial vestibular nuclear neurons". Brain Research 1038 (1): 118–21. March 2005. doi:10.1016/j.brainres.2005.01.025. PMID 15748881.
↑ "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. 172. 2008. pp. 625–46. doi:10.1016/S0079-6123(08)00929-1. ISBN 9780444532350.
↑ "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. January 2010. doi:10.1016/j.neuroscience.2009.10.020. PMID 19837141.

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[1] "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. August 2004. doi:10.1007/s00210-004-0951-4. PMID 15322733.

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

[3] "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. 172. 2008. pp. 625–46. doi:10.1016/S0079-6123(08)00929-1. ISBN 9780444532350.

[4] "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. January 2010. doi:10.1016/j.neuroscience.2009.10.020. PMID 19837141.

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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)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 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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Identifiers

IUPAC name 4-(4-methylpiperazin-1-yl)-7-(trifluoromethyl)pyrrolo[1,2-a]quinoxaline
CAS Number	109028-10-6^Y
PubChem CID	2689
IUPHAR/BPS	109
ChemSpider	2588^N
UNII	VJ9I4R0C0C
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^N Key:LXFHSCDLMBZYKY-UHFFFAOYSA-N^N
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