1998 onwards, a span reporting thousands of research articles describes the ever-increasing applicability of Schiff bases and their metallic complexes; this chapter comprehensively examines the literature of the last 20 years. The structural diversity of these molecules made them available for a very wide range of biological and abiological applications. Schiff bases are excellent chelators and due to this unique property have found their place in qualitative and quantitative determination of metals in aqueous media. The structural diversity of metal chelates proved these to be outstanding catalysts and displayed interesting fluorescence effect. Finally, Schiff base moieties have found a unique position during the in vitro and in vivo experiments for drug development against a huge number of biological entities including bacteria, fungi, cancer cells, viruses, parasites, etc.