Aryl (alkyl) azolegroup compounds have antifungal, anticonvulsant and antibacterial activities. Inhibition of heme oxygenase, indolamine2,3-dioxygenase-1, acetylcholinesterase (AChE) and butyrylcholinesterase (BChE)enzymes is evident in the literature. Thereare also reports that compounds containing this aryl (alkyl) azole group,which are currently used in fungal infections, and activate antioxidant systemsin vivo. Inthis study, 2-(1H-1,2,4-triazole-1-yl)-1-(2,4-dichlorophenyl)ethanol and three new aromaticside chain ester derivatives were synthesized based on the aryl (alkyl) azolestructure. Four imidazole derivatives based on the aryl (alkyl) azole structurewhich were synthesized in another study and molecules in this study wereevaluated for AChE and BChE enzyme inhibition and antioxidant activities. Whileenzyme inhibition were evaluated with Ellman’s modified method, antioxidantactivities were evaluated with DPPH and FRAP methods. In this study synthesizedmolecules’ structure were elucidated with IR, 1H-NMR, 13C-NMRand LC-MS spectral analysis. While no activity was observed in the1,2,4-triazole derivatives both for enzyme inhibition and antioxidant activity,in the imidazole derivative compounds low activity for enzyme inhibition andDPPH radical scavenging activity was observed. In FRAP method there were noactivity in imidazole derivatives. While IC50was more concentrated than1000 µMfor imidazole, standard Galantamin’s IC50 value was21.30 and37.03 µM for enzyme inhibition. For antioxidant activity, standard Gallic acidIC 50 was68.83 µM and imidazole derivatives IC50 were moreconcentrated than 1000 µM. The absence of activity of our compounds suggeststhat large structures such as the aromatic ring in the side chain may beeffective in enzyme interaction. We plan to synthesize new derivatives bearingalkyl (saturated, unsaturated, halogen substituents, etc.) groups in the sidechain in the aryl (alkyl) azole group compounds and evaluate AChE and BChEenzyme inhibition and antioxidant activities.