Synthesis and Anti-Inflammatory Activity of N-aroyl-substituted mono(di)haloanthranilic Acid Amides and Hydrazides

A series of new N -aroyl-substituted mono(di)halo-anthranilic acid amides and hydrazides ( I - XII ) were synthesized via amidation of 6-bromo-, 6-iodo-, 6,8-dichloro-, and 6,8-dibromo-2-substituted-3,1-benzoxazin-4(3 H )-ones with the corresponding 4-methylphenyl-, benzyl-, and butylamines and hydrazine. The anti-inflammatory activity of some synthesized compounds was evaluated. Compounds containing 4-methylphenyl, butyl, and benzyl substituents in the amide were active with the percentage inhibition of the carrageenan edema inflammatory reaction ranging from 45.8 to 76.9%. This class of compounds was found to be promising in the search for biologically active substances with anti-inflammatory activity.