McQuaid, Loretta A.; Smith, Edward C. R.; South, Kimberly K.; Mitch, Charles H.; Schoepp, Darryle D.; True, Rebecca A.; Calligaro, David O.; O’Malley, Patrick J.; Lodge, David; Ornstein, Paul L. published the artcile< Synthesis and excitatory amino acid pharmacology of a series of heterocyclic-fused quinoxalinones and quinazolinones>, Quality Control of 6272-25-9, the main research area is amino acid antagonist condensed quinoxalinone; triazoloquinoxalinone amino acid antagonist; tetrazoloquinoxalinone amino acid antagonist; pyrazoloquinazolinone amino acid antagonist.
A series of substituted 1,2,4-triazolo[4,3-a]quinoxalin-4(5H)-ones I (R1 = R2 = Cl, F, R3 = H, alkyl, Ph; R1 = NO2, R2 = H, NO2, R3 = H), tetrazolo[1,5-a]quinoxalin-4(5H)-ones II (R = R2 = Cl, H, NO2; R1 = NO2, R2 = H; R1 = H, R2 = NO2), pyrazolo[1,5-c]quinazolin-5(6H)-ones III, and an imidazo[1,2-a]quinoxalin-4(5H)-one, was synthesized as potent amino acid antagonists. In general, the same heterocycles which demonstrated the best affinity for the AMPA receptor also demonstrated the best affinity for the glycine site on the NMDA receptor complex. 1-Propyl-7,8-dichloro-1,2,4-triazolo[4,3-a]quinoxalin-4(5H)-one, was found to bind with the greatest affinity to the AMPA receptor with an IC50 of 0.83 μM and antagonized 40 μM AMPA-induced depolarization in the cortical slice preparation with an IC50 of 44 μM. 7,8-Dichloro-1,2,4-triazolo[4,3-a]quinoxalin-4(5H)-one and 7,8-dichloroimidazo[1,2-a]quinoxalin-4(5H)-one possessed the best affinity for the glycine site with IC50 values of 0.63 and 1.25 μM, resp. The structure-activity relationship for the heterocyclic compounds did not directly parallel that of known quinoxalinediones (e.g. DNQX and DCQX) at the AMPA receptor nor that of the kynurenic acids at the glycine site on the NMDA receptor complex.
Journal of Medicinal Chemistry published new progress about Excitatory amino acids Role: BIOL (Biological Study). 6272-25-9 belongs to class quinoxaline, and the molecular formula is C8H4ClN3O2, Quality Control of 6272-25-9.
Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider