ADX-47273

ADX-47273
Identifiers
	IUPAC name (S)-(4-fluorophenyl)-(3-[3-(4-fluoro-phenyl)-[1,2,4]-oxadiazol-5-yl]piperidin-1-yl)methanone;
CAS Number	851881-60-2 ; 851881-59-9 (R isomer),; 837413-22-6 (racemate);
PubChem CID	11383075;
IUPHAR/BPS	1420;
ChemSpider	9557988 ;
ChEMBL	ChEMBL381055 ;
CompTox Dashboard (EPA)	DTXSID80234386 ;
Chemical and physical data
Formula	C20H17F2N3O2
Molar mass	369.364 g/mol g·mol−1
3D model (JSmol)	Interactive image;
	SMILES FC1=CC=C(C(N2CCC[C@@H](C2)C3=NC(C4=CC=C(F)C=C4)=NO3)=O)C=C1;
	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 ;
	(verify)

ADX-47273 is a research pharmaceutical developed by Addex Therapeutics which acts as a positive allosteric modulator (PAM) selective for the metabotropic glutamate receptor subtype mGluR₅.^[1]^[2] It has nootropic and antipsychotic effects in animal studies,^[3] and has been used as a lead compound to develop improved derivatives.^[4]

References

^ "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. June 2006. doi:10.1021/jm051252j. PMID 16722652. {{cite journal}}: Cite uses deprecated parameter |authors= (help)
^ Stauffer, Shaun R. (17 August 2011). "Progress toward Positive Allosteric Modulators of the Metabotropic Glutamate Receptor Subtype 5 (mGlu5)". ACS Chemical Neuroscience. 2 (8): 450–470. doi:10.1021/cn2000519.
^ "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. December 2008. doi:10.1124/jpet.108.136580. PMID 18753411. {{cite journal}}: Cite uses deprecated parameter |authors= (help)
^ "Synthesis, SAR and unanticipated pharmacological profiles of analogues of the mGluR5 ago-potentiator ADX-47273". Chemmedchem. 4 (4): 505–11. April 2009. doi:10.1002/cmdc.200800357. PMC 2865690. PMID 19197923. {{cite journal}}: Cite uses deprecated parameter |authors= (help)

This drug article relating to the nervous system is a stub. You can help Wikipedia by expanding it.