Synthesis of tetrazole derivatives as potential antituberculotics

Charles University in Prague Faculty of Pharmacy in Hradec Králové Department of Inorganic and Organic Chemistry Candidate: Jan Němeček Supervisor: PharmDr. Jaroslav Roh, PhD. Title of diploma thesis: Synthesis of tetrazole derivatives as potential antituberculotics Tuberculosis is a widespread infectious disease; however, no substances were introduced to the clinical practise during the last decade. In this diploma thesis, a series of potential antitubercular substances based on 1-substitued-5-alkyl/arylsulphanyl-1H-tetrazole were prepared. First, we prepared two compounds, 5-[(1-phenyl-1H-tetrazole-5-yl)sulphanylmethyl]-1H- tetrazole and 5-[(1-phenyl-1H-tetrazole-5-yl)sulphanyl]-1H-tetrazole, as the main building blocks, which were further functionalized. 5-[(1-phenyl-1H-tetrazole-5-yl)sulphanyl]-1H-tetrazole was substituted by methyl, propyl and benzyl groups on the terminal tetrazole ring. The same substitutions were performed with 5-[(1- phenyl-1H-tetrazole-5-yl)oxymethyl]-1H-tetrazole, which had already been prepared in our laboratory. Furthermore, we prepared 5-[(2-methyl-1,3,4-oxadiazole-5-yl)methylsulphanyl]-1-phenyl-1H- tetrazole, 5-[(2-methyl-1,3,4-oxadiazole-5-yl)sulphanyl]-1-phenyl-1H-tetrazole and 5-[(2-methyl- 1,3,4-oxadiazole-5-yl)methoxy]-1-phenyl-1H-tetrazole from the..