ADX-47273

ADX-47273
IUPAC ime
	(S)-(4-fluorofenil)-(3-[3-(4-fluoro-fenil)-[1,2,4]-oksadiazol-5-il]piperidin-1-il)metanon
Identifikatori
ATC kod	none
PubChem	CID 11383075
IUPHAR/BPS	1420
ChemSpider	9557988
ChEMBL	CHEMBL381055
Hemijski podaci
Formula	C20H17F2N3O2
Molarna masa	369,364 g/mol
	SMILES Fc1ccc(cc1)C(=O)N4CCC[C@H](c2nc(no2)c3ccc(F)cc3)C4; ;
	InChI InChI=1S/C20H17F2N3O2/c21-16-7-3-13(4-8-16)18-23-19(27-24-18)15-2-1-11-25(12-15)20(26)14-5-9-17(22)10-6-14/h3-10,15H,1-2,11-12H2/t15-/m0/s1 ; Key:VXQCCZHCFBHTTD-HNNXBMFYSA-N ;

ADX-47273 je lek koji se koristi u naučnim istraživanjima. On deluje kao pozitivni alosterni modulator koji je selektivan za metabotropni glutamatni receptor mGluR₅.^[1] On ima nootropiske i antipsihotične efekte u životinjskim studijama,^[2] i korišten je kao vodeće jedinjenje za razvoj derivata sa poboljšanim svojstvima.^[3]

Reference уреди

^ de Paulis T, Hemstapat K, Chen Y, Zhang Y, Saleh S, Alagille D, Baldwin RM, Tamagnan GD, Conn PJ (2006). „Substituent effects of N-(1,3-diphenyl-1H-pyrazol-5-yl)benzamides on positive allosteric modulation of the metabotropic glutamate-5 receptor in rat cortical astrocytes”. Journal of Medicinal Chemistry. 49 (11): 3332—44. PMID 16722652. doi:10.1021/jm051252j.
^ Liu F, Grauer S, Kelley C, Navarra R, Graf R, Zhang G, Atkinson PJ, Popiolek M, Wantuch C, Khawaja X, Smith D, Olsen M, Kouranova E, Lai M, Pruthi F, Pulicicchio C, Day M, Gilbert A, Pausch MH, Brandon NJ, Beyer CE, Comery TA, Logue S, Rosenzweig-Lipson S, Marquis KL (2008). „ADX47273 [S-(4-fluoro-phenyl)3-[3-(4-fluoro-phenyl)-[1,2,4]-oxadiazol-5-yl]-piperidin-1-ylmethanone]: a novel metabotropic glutamate receptor 5-selective positive allosteric modulator with preclinical antipsychotic-like and procognitive activities”. The Journal of Pharmacology and Experimental Therapeutics. 327 (3): 827—39. PMID 18753411. doi:10.1124/jpet.108.136580.
^ Engers DW, Rodriguez AL, Williams R, Hammond AS, Venable D, Oluwatola O, Sulikowski GA, Conn PJ, Lindsley CW (2009). „Synthesis, SAR and unanticipated pharmacological profiles of analogues of the mGluR5 ago-potentiator ADX-47273”. Chemmedchem. 4 (4): 505—11. PMC 2865690  . PMID 19197923. doi:10.1002/cmdc.200800357.