1,5-Diaryl-3-trifluoromethypyrazole derivatives have acquired much attention in the past few years due to their good biological potential. In the present communication, some 1,5-diaryl-3-trifluoromethylpyrazoles were synthesized by one-pot solid phase reaction. The DNA photocleavage study of the synthesized compounds was performed using agarose gel electrophoresis method. To have better insight of how our ligands interacted with the DNA, molecular docking simulations through Autodock Vina were also performed. All the compounds have shown good binding with the DNA.  It has been found that pyrazoles containing phenyl rings at both positions (1 and 5) possessing electron releasing as well as electron withdrawing groups enhance the DNA photocleavage potential. As the synthesized derivatives shown the promising DNA photocleavage activity, so they may serve the basis of some bioactive heterocycles in the future.