ADX-47273

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ADX-47273
ADX-47273 structure.png
Systematic (IUPAC) name
(S)-(4-fluorophenyl)-(3-[3-(4-fluoro-phenyl)-[1,2,4]-oxadiazol-5-yl]piperidin-1-yl)methanone
Clinical data
Legal status ?
Identifiers
CAS number  YesY
ATC code ?
PubChem CID 11383075
IUPHAR ligand 1420
ChemSpider 9557988 YesY
ChEMBL CHEMBL381055 YesY
Chemical data
Formula C20H17F2N3O2 
Mol. mass 369.364 g/mol
 YesY (what is this?)  (verify)

ADX-47273 is a drug used in scientific research which acts as a positive allosteric modulator selective for the metabotropic glutamate receptor subtype mGluR5.[1] It has nootropic and antipsychotic effects in animal studies,[2] and has been used as a lead compound to develop improved derivatives.[3]

References[edit]

  1. ^ de Paulis T, Hemstapat K, Chen Y, Zhang Y, Saleh S, Alagille D, Baldwin RM, Tamagnan GD, Conn PJ (June 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. doi:10.1021/jm051252j. PMID 16722652. 
  2. ^ 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 (December 2008). "ADX47273 [S-(4-fluoro-phenyl)-{3-[3-(4-fluoro-phenyl)-[1,2,4]-oxadiazol-5-yl]-piperidin-1-yl}-methanone]: 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. doi:10.1124/jpet.108.136580. PMID 18753411. 
  3. ^ Engers DW, Rodriguez AL, Williams R, Hammond AS, Venable D, Oluwatola O, Sulikowski GA, Conn PJ, Lindsley CW (April 2009). "Synthesis, SAR and unanticipated pharmacological profiles of analogues of the mGluR5 ago-potentiator ADX-47273". Chemmedchem 4 (4): 505–11. doi:10.1002/cmdc.200800357. PMC 2865690. PMID 19197923.