The investigation on thermodynamic properties of drug intermediates plays a crucial role in the design and synthesis of new drugs as well as understanding their biological activities in vivo. In this work, the thermodynamic properties of two drug intermediates of 3-fluoro-5-(3-pyridinyloxy) benzenamine and N-[3-fluoro-5-(3pyridinyloxy)phenyl]-N'-3-pyridinyl urea were studied by means of low temperature calorimety performed in a Physical Property Measurement System calorimeter. The heat capacities of these two compounds were measured over the temperature region from (1.9 to 300) K, and the corresponding thermodynamic functions were consequently calculated on the basis of the heat capacity curve fitting. Additionally, a group additivity method were employed for estimating the heat capacity values of these two compounds at 298.15 K, which are in good agreement with the values measured in this work.