Synthesis and antiinflammatory evaluation of new 2-and 3-substituted 1,2,4-triazolo[4,3-c] and [1,5-c]quinazoline derivatives

A series of new 5-chloro-3-substituted-1,2,4-triazolo[4,3-c]quinazolines an d 5-chloro-2-substituted 1,2,4-triazolo[1,5-c]quinazolines was prepared via several synthetic routes. Most of the compounds were prepared by cyclizati on of 2,4-dichloroquinazoline with thiosemicarbazide or acid hydrazides; ot her compounds were obtained from (2-chloro-4-quinazolyl)hydrazine by reacti on with carboxylic acids or acid chlorides. The synthesized compounds were evaluated as antiinflammatory agents through the carrageenin-induced paw ed ema test. The screening data revealed that four of the tested compounds hav e activity ranging from more potent to equipotent to ketoprofen. Moreover, compound 16, that was found to possess pronounced antiinflammatory activity , was tested for its analgesic activity and ulcerogenic effect as well.