A series of novel 3-(aminooxalyl-amino)-2-phenylamino-benzoic acid and 3-(carbamoyl-propionylamino)-2- phenylamino-benzoic acid derivatives and their corresponding methyl esters were synthesized under Ullmann condensation in the presence of dimethylformamide as a solvent or in a solid phase. Ullmann condensation conditions were optimized for the synthesis thus the products best yields were obtained. The anti-inflammatory and analgesic effects of novel 2-phenylamino-benzoic acid derivatives was evaluated in vivo employing the carrageenaninduced rat paw edema method and acetic acid induced writhing test in mice. The correlation analysis between antiinflammatory and analgesic activities with different subsets molecular descriptors was carried out for 16 compounds. The regression models derived with QSAR analysis displayed the significant influence of 3D molecular descriptors on the biological activity of the compounds.