REACTIONof 2-acetyl-5,6,7,8-tetrahydronaphthalene (1) with different aromatic aldehydes yielded the corresponding cyanopyridone derivatives 2a,b. Upon heating of 2a with chloroacetone, led to the formation of furopyridine derivative 4, while the reaction of compounds 2a,b with ethyl bromoacetate afforded 3ācyanopyridinyl derivatives 5a, b. Condensation of 5a,b with different amines gave the compounds 6a, b, 7 or 8a, b, respectively. Pyrazolopyridine derivatives 9a, b, 10a, b, 11 were obtained upon the reaction of compound 8a with different aromatic aldehydes, ketones and/or substituted malononitrile. The antimicrobial activity evaluation exhibited that 7, 10a,b are promising antibacterial and antifungal agents. Genotoxicity evaluation indicated that both 2a, 8a produced a protection against cytogenetic changes induced by cyclophosphamide in mice.