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In this study, a series of 3-(3-pyridyl)-oxazolidone-5-methyl ester derivatives was synthesized and characterized by ¹H NMR, ¹³C NMR, and LC-MS. The conducted screening antibacterial studies of the new 3-(3-pyridyl)-oxazolidone-5-methyl ester derivatives established that the methyl sulfonic acid esters have broad activity spectrum towards <i>Staphylococcus aureus</i>, <i>Streptococcus pneumoniae</i>, <i>Bacillus subtilis</i> and <i>Staphylococcus epidermidis.</i> Among them, compound <b>12e</b> has the most potent activity, with an MIC of 16 μg/mL against <i>B.subtilis,</i> and could reduce the instantaneous growth rate of bacteria. Furthermore, molecular docking studies were also simulated for compound <b>12e</b> to predict the specific binding mode of this compound. In addition, anthelmintic activity of these compounds was also evaluated against adult Indian earthworms (<i>Pheretima posthuman</i>). The results showed that compound <b>11b</b> had the best effect. These results above can provide experimental reference for the development of novel antibacterial and anthelmintic drugs.