Synthesis, characterization, and antidiabetic activity of 6‐methoxyimidazo1,2‐bpyridazine derivatives

The present article describes the synthesis, characterization, and antidiabetic activity of 6‐methoxyimidazo1,2‐bpyridazine derivatives 7a‐l. The synthetic sequence for the preparation of these derivatives involves the following prominent reactions: (a) Step 1: involves the high‐pressure amination reaction; (b) Step 2: involves the Zinc oxide nanoparticle‐catalyzed cyclization reaction; (c) Step 3: involves the methoxylation; (d) Step 4: involves the bromination reaction; (e) Step 5: involves the Suzuki coupling reaction; (f) Step 6: involves the reduction of the –NO2 group; (g) Step 7: involves Boc protection of the 1o amino group (h) Step 8: involves diazotization of the amine group and finally the last of the synthesis (i) Step 9: involves the saponification of the ethyl ester group. Furthermore, the structures of the newly synthesized 6‐methoxyimidazo1,2‐bpyridazine derivatives 7a–l were determined using 1H NMR, 13C NMR, and Mass and IR spectroscopic analyses. These derivatives were evaluated for their antidiabetic property and the results revealed that most of the compounds exhibited significant potency. It is worth mentioning that compounds 7b (69.87%), 7f (69.0%), 7h (68.79%), and 7l (68.61%) with substitution R = para‐NH2, para‐COOH, meta‐NH2, and meta‐COOH, respectively, showed significant (good) hypoglycemic activity when compared to the standard drug insulin (50 mg/kg b.w) in reducing the blood glucose level.