SYNTHESIS, STRUCTURE, ANTICONVULSANT ACTIVITY OF 3-ACYLOXY-7-BROMO-5-(2’-CHLOROPHENYL)-1,2-DIHYDRO-3H-1,4-BENZODIAZEPIN-2-ONES

Abstract

3-Acyloxy-7-bromo-5-(2’-chloro)phenyl-1,2-dihydro-3.H-1,4-benzodiazepin-2-ones (2-8) were synthesized by the interaction of the 7-bromo-3-hydroxy-5-(2’-chloro)phenyl-1,2-dihydro-3.H-1,4-benzodiazepin-2-one (1) with chloroanhy-drides of corresponding carboxylic acids. The formation of hydrogen bonds in solutions of the obtained esters was studied by the method of IR spectroscopy. The molecular and crystalline structure of lauroiloxyderivative 5 was determined by the method of X-ray diffraction analysis. It was noted, that enantic ester of 7-bromo-3-hydroxy-5-(2’-chloro)phenyl-1,2-dihydro-3.H-1,4-benzodiazepin-2-one (3) has showed the highest anticonvulsant activity. This activity is observed in half an hour after injection and remain on the level 200% of control values over 24 hours.

Keywords

• 3-ацилокси-1,4-бенздіазепін-2-он, протисудомна активність, молекулярна структура, рентгеноструктурний аналіз