Azine and azole heterocyclic derivatives has been reported as highly valuable scaffolds in medicine and pharmacy, being the core components of a large variety of drugs which posses a large variety of biological activity such as antiplasmodial and antimalarial, antitubercular, antibacterial, antifungal, anticancer, analgesic, antidepressant, anxiolytics, antihypertensive, anticoagulants, diuretics, etc. As a result, obtaining of such entities continues to arouse a strong interest from academia and industry. As part of our ongoing research in the field of biologically active heterocyclic derivatives, we present herein some representative results obtained by our group in the field of azine/azole hybrid compounds with antimicrobial and anticancer activity. The methods of synthesis are straight and efficient, involving typical organic chemistry stuff: alkylation, acylation, estherification, etherification, Huisgen 3+n cycloadditions. Some of the new setup procedures were performed using environmentally friendly methods, by using microwave and ultrasounds technology. The antibacterial, antifungal, antituberculosis and anticancer activity of compounds was determined, some of the compounds having an excellent biological activity. For the most active compounds, a complete ADMET studies have been performed with very good results. The molecular docking experiments suggest important clues concerning the mechanism of actions of our nitrogen heterocyclic systems. Some of the obtained compounds are promising leading drug candidates.