1-Cyanoacetyl-3,5-dimethylpyrazole is a versatile cyanoacetylating agent used for N-cyanoacetylation of aromatic amines and it is proved to be superior to other cyanoacetylating agents. Hence, in the present study 1-cyanoacetyl-3,5-dimethylpyrazole was used for N-cyanoacetylation of alkyl 4-aminobenzoates to give alkyl 4-(2-cyanoacetamido)benzoates. Four compounds were synthesized and characterized by their physical and spectral data. The synthesized compounds were evaluated for in vitro antioxidant activity by scavenging 1,1-diphenyl-2-picrylhydrazyl (DPPH) and nitric oxide free radicals at 100 μM concentration. They were also screened for analgesic activity in mice by acetic acid induced writhing test. The activity data revealed that the synthesized compounds were found to possess low antioxidant activity in DPPH free radical scavenging and moderate activity in nitric oxide free radical scavenging. Further, the evaluated compounds exhibited good analgesic activity comparable to the standard drug paracetamol.