SYNTHESIS AND ANALGESIC ACTIVITY OF BIS(3,4-DIHYDROQUINOXALIN-2(1<i>H</i>)-ONE) AND BIS(3,4-DIHYDRO-2<i>H</i>-1,4-BENZOXAZIN-2-ONE) DERIVATIVES
DOI:
https://doi.org/10.1007/4088Keywords:
3, 5-diacetyl-2, 6-dimethylpyridine, 4-dihydro-2H-1, 4-benzoxazin-2-one, 4-dihydroquinoxalin-2(1H)-one, analgesic activity, X-ray structural analysis.Abstract
An ester condensation between 3,5-diacetyl-2,6-dimethylpyridine and an excess of diethyl oxalate was used for the preparation of 4,4'-(2,6-dimethylpyridine-3,5-diyl)bis(2-hydroxy-4-oxobut-2-enoate). The synthesized hydroxyester was shown to readily react with оphenylenediamine and о-aminophenol with the formation of bis(3,4-dihydroquinoxalin-2(1H)-one) and bis(3,4-dihydro-2H-1,4-benzoxazin-2-one) derivatives, which showed superior in vivo analgesic activity compared to the reference drug, metamizole sodium.