This thesis focuses on the synthesis and study of hydrazone switches substituted with nitroxide radicals ‒ a novel class of compounds not previously reported. Three new series of hydrazone switches were developed ‒ o-halogen-substituted, di- and tri-halogen-substituted, and nitroxide-substituted hydrazones. For each group, their synthesis, characterization, and switching properties were systematically investigated. The switching behavior was examined using 1H, 19F{1H} NMR, UV-Vis, and EPR spectroscopies, confirming the preservation of the paramagnetic center(s) in nitroxide-substituted hydrazones. pH-responsive switching, conducted on pyridine-based hydrazones, demonstrated reversible switching. Additionally, photoswitching experiments revealed partial but reversible switching ability in pyridine rotor-based hydrazones and improved photoswitching behavior for phenyl rotor-based hydrazones. The unique integration of a molecular switch with unpaired electron(s) in a single molecule provides promising possibilities in the development of polarizing agents for dynamic nuclear polarization, diagnostic or therapeutic tools, and efficient spin probes for monitoring the structure and dynamics of complex supramolecular assemblies.