ADX 47273

Cas No.:	851881-60-2
Chemical Name:	Adx-47273
Synonyms:	ADX 47273 *;ADX-47273;(4-fluorophenyl)-[(3S)-3-[3-(4-fluorophenyl)-1,2,4-oxadiazol-5-yl]piperidin-1-yl]methanone;ADX 47273;(4-Fluorophenyl)[(3S)-3-[3-(4-fluorophenyl)-1,2,4-oxadiazol-5-yl]-1-piperidinyl]methanone;(S)-(4-Fluorophenyl)-{3-[3-(4-fluorophenyl)-[1,2,4]oxadiazol-5-yl]-piperidin-1-yl}-methanone;ADX47273;4C4P7L0W63;(s)-(4-fluorophenyl)-{3-(3-(4-fluorophenyl)-(1,2,4)oxadiazol-5-yl)piperidin-1-yl}methanone;(S)-(4-fluorophenyl)(3-(3-(4-fluorophenyl)-1,2,4-oxadiazol-5-yl)piperidin-1-yl)methanone;Methanone, (4-fluorophenyl)((3S)-3-(3-(4-fluorophenyl)-1,2,4-oxadiazol-5-yl)-1-piperidinyl)-;Methanone, (4-fluorophenyl)[(3S)-3-[3-(4-fluorophenyl)-1,2,4-oxadiazol-5-yl]-1-piperidinyl]-;(S)-(4-Fluorophenyl)-{3-[3-(4-fluorophenyl)-
SMILES:	FC1C([H])=C([H])C(=C([H])C=1[H])C(N1C([H])([H])C([H])([H])C([H])([H])[C@]([H])(C2=NC(C3C([H])=C([H])C(=C([H])C=3[H])F)=NO2)C1([H])[H])=O
Formula:	C20H17F2N3O2
M.Wt:	369.3647
Sotrage:	2 years -20°C Powder, 2 weeks 4°C in DMSO, 6 months -80°C in DMSO

Description:	ADX-47273 is a positive allosteric modulator selective for the metabotropic glutamate receptor subtype mGluR5(EC50=170 nM).
In Vivo:	ADX47273 increased extracellular signal-regulated kinase and cAMP-responsive element-binding protein phosphorylation in hippocampus and prefrontal cortex, both of which are critical for glutamate-mediated signal transduction mechanisms. In models sensitive to antipsychotic drug treatment, ADX47273 reduced rat-conditioned avoidance responding [minimal effective dose (MED) = 30 mg/kg i.p.] and decreased mouse apomorphine-induced climbing (MED = 100 mg/kg i.p.), with little effect on stereotypy or catalepsy [2]. ADX47273 had no effect on single-session and multi-session extinction, but administration of ADX47273 after a single retrieval trial enhanced subsequent fear extinction learning [3].
In Vitro:	ADX-47273 increased (9-fold) the response to threshold concentration of glutamate (50 nM) in fluorometric Ca(2+) assays (EC(50) = 170 nM) in human embryonic kidney 293 cells expressing rat mGlu5. ADX47273 dose-dependently shifted mGlu5 receptor glutamate response curve to the left (9-fold at 1 microM) and competed for binding of [(3)H]2-methyl-6-(phenylethynyl)pyridine (K(i) = 4.3 microM), but not [(3)H]quisqualate [2].