Syntheses Of N-substituted Sulfonamide Derivative

Sulfonamides are a class of molecules containing sulfonyl and amines with a covalent bond,which show important biological activities and have important applications in the field of biomedicine,such as anti-cancer,sterilization,narcotic analgesia,and inhibition of human carbonic anhydrase activities.In recent years,more and more researchers work on sulfonamide,and a lot of curative drugs have been developed,such as celecoxib for the treatment of rheumatoid arthritis,glibenclamide with acute hypoglycemic effect,and anti-migraine agent sumatriptan.It is found that sulfonamide functional group is a special and important functional group.By introducing different functional groups into sulfonamide compounds,some efficient biomedicines and new functional materials can be developed.4-[3-(3-acetylphenyl)ureido]benzsulfamide is an important carbonic anhydrase inhibitor and inhibits the metastasis of breast cancer cells.This paper contains two parts of the work.In the first part,we synthesized 4-[3-(3-acetylphenyl)ureido] benzsulfamide by the addition reaction of p-aminobenzene sulfonamide and 3-acetyl phenyl isocyanate.The condensation reaction of 4-[3-(3-acetylphenyl)ureido] benzsulfamide with tetrahydropyrane-4-carboxylic acid was studied.The influences of solvents,condensation agents and alkalis on the yields were studied,and the optimum reaction conditions were determined.In the second part,a series of 4-[3-(3-acetyl benzene)benzenesulfonamide derivatives were synthesized by the condensation reaction of 28 kinds of carboxylic acids with 4-[3-(3-acetylphenyl)ureido]benzsulfamide,which laid the foundation for further study of their biological activities.