Synthesis, antioxidant, antituomer activities of some new thiazolopyrimidines, pyrrolothiazolopyrimidines and triazolopyrrolothiazolopyrimidines derivatives

Abstract

Reaction of 6-amino-2-thiouracil 1 with ethyl bromoacetate yielded ethyl 2-(7-amino-2,5-dioxo-3,5-dihydro-2H-thiazolo[3,2-a]pyrimidin-6-yl)acetate 2. Reaction of 2 with sodium ethoxide afforded the pyrrolothiazolopyrimidine derivative 3. Compound 2 reacted with hydrazine hydrate to give 7-aminothiazolopyrimidine- carbohydrazide 4. The latter compound 4 reacted with carbon disulphide to form 7-amino-6-(oxadiazolylmethyl) thiazolopyrimidine 5. Compound 5 was heated in methanol to yield 9- thioxotriazolopyrrolothiazolopyrimidine 6. Also, the reaction of 3 with aromatic aldehydes afforded the diarylmethylenepyrrolothiazolopyrimidine derivatives 7a-c. The latter compounds 7a-c underwent cyclocondensation with hydroxylamine to give diaryldioxazolopyrrolothiazolopyrimidine derivatives 8a-c. The new prepared compounds were subjected for antioxidant and antituomer studies, some of these compounds exhibited promising activity.