Synthesis and Anti-inflammatory Evaluation of Some New Pyrazole, Pyrimidine, Pyrazolo[1,5-a]Pyrimidine, Imidazo[1,2-b]Pyrazole and Pyrazolo[5,1-b]Quinazoline Derivatives Containing Indane Moiety

A new series of pyrazole, pyrimidine, pyrazolo[1,5-a]pyrimidine, imidazo[1,2-b]pyrazole and pyrazolo[5,1-b]quinazoline derivatives containing indane moiety are prepared by using N-(2,3-dihydro-1H-inden-5-yl)carbonohydrazonoyl dicyanide (2) as starting material to synthetic different heterocyclic compounds (3-11) by the reaction with different bifuncation reagents. Moreover, 4-((2,3-dihydro-1H-inden-5-yl)diazenyl)-1H-pyrazole-3,5-diamine (3) was taken as a precursor to prepare different pyrazolo[1,5-a]pyrimidine derivatives (12-20). The structures of newly synthesized compounds were confirmed on the basis of their IR, 1H NMR, 13C NMR, and mass spectral data. All compounds were evaluated as anti-inflammatory activity by using carrageenan-induced rat paw edema test. In comparison to the standard drug diclofenac sodium, compounds 3, 7, 9, and 11 exhibited potent activity than standard drug. The compounds 2 and 8 showed the most significant anti- anti-inflammatory with 64.83 and 63.95% inhibition of edema.

Automated summary

A new series of heterocyclic compounds containing indane moiety were synthesized using N-(2,3-dihydro-1H-inden-5-yl)carbonohydrazonoyl dicyanide as a starting material. Some of these derivatives exhibited stronger anti-inflammatory activity compared to the standard drug diclofenac sodium.