Import Nitrogen-containing Heterocyclic Pyridazinone Derivatives Research

This degree thesis shall make a comprehensive description of the current situation and development trend for the bioactive study of nitrogen-containing benzoheterocyclic compound, pyridazinone derivative, pyrimidine compound and benzoazole compound in the fields of medicine and pesticide. In current study of medicine and pesticide, pyridazinone compound has become a focus due to its excellent selectivity and high activity. Many clinical drugs and commercial pesticides contain pyridazinone structure. Therefore, we can firmly believe that pyridazinone derivative is a kind of very important precursor in the study and development of new bioactive compound.The research of Quantitative Structure-Activity Relationships(QSAR), which can predict compound's bioactivity, helps to know the pharmaceutical effect and design target molecular. On the basis of study of existing literatures and Free-Wilson model's basic thought, two kinds of target molecules owning potential bioactivity are designed.The synthesis of pyridazinones have been studyed firstly in this degree paper. Compared with different synthetic methods and based on the conditions of our laboratory, 2-phenyl-4,5-dihalo-3(2H)-pyridazinone were prepared firstly. Then, 2-mer capto-pyrimidines and 2-mercapto-benzoazoles have been studied and successfully synthesized. Under base condition, 2-mercapto-pyrimidines and 2-mercapto-benzoazol es compounds were introduced into pyridazinone by the formation of thioether. Target molecules M6-M9 were prepared.Secondly, after 2-phenyl-4-chloro-5-hydro-3(2H)-pyridazinone were successfully synthesized. The synthesis of nitrogen-containing benzoheterocyclic compounds has been done. Compared with different synthetic methods and based on the preceding researches in our laboratory, the synthesis method of these three nitrogen-containing benzoheterocyclic compounds was optimized. Three types of N-chloroacetyl and N,N'-dichloroacetyl substituted nitrogen-containing intermediate compounds were successfully synthesized. Target molecules M17-M19 were synthesized through nucleophilic substitution reaction between 2-phenyl-4-chloro-5-hydro-3(2H)-pyridazinone and nitrogen-containing benzoheterocyclic intermediate compounds.The structures of all target compounds were characterized by MS; IR ; 1HNMR and 13CNMR.