Benzodioxole derivatives are known to possess a broad spectrum of activities such. In addition to the synthetic derivatives, natural products that have the benzodioxole subunit, such as piperine, have shown potential anti-tumor activity through induction of apoptosis and antiparasitic activity. Thus, compounds containing the benzodioxole subunit have a broad spectrum of activity and raise expectations in therapeutic innovation. Through the analysis of the compounds by conventional spectroscopic methods ( 1 H NMR and 13 C NMR), it was possible to observe that all of them fulfilled the prerequisites for the structural characterizations. The information being corroborated through the characterization by pyrolysis coupled to the mass spectrometer, since all the compounds presented characteristic fragments with the respective masses. In addition to having performed the thermal analysis of the NW-11 derivative by means of TG, DSC and obtaining the degradation kinetics of the derivative. As for the antiproliferative activity, it was possible to conclude that among all benzoindoxole derivatives tested, NW-03 can be pointed out as promising in the study for antitumor activity. While for the results of the antiparasitic activity, it was possible to choose the derivatives NW-02 and NW-09 as potential trypanocidal. For activity against Leishmania , the compound NW-14 presented itself as the promising compound, in addition to the compounds NW-2 and NW-15, indicating the importance of the aromatic nucleus unsubstituted in thiosemicarbazones in the increase of the antiparasitic activity.