Synthesis and Biological Activity of Some New ?- Lactame Derivatives

F. A. Yassin, Amal F. Seliem, B. E. Bayomy, H. M. Hawsawi

Abstract: Methyl 5-amino- 3- methylthio-1- phenyl-pyrazole -4- carboxylate 1 was reacted with different aldehydes namely, benzaldehyde, anisaldehyde, p- nitrobenzaldehyde, p-chlorobenzaldehyde and p-bromobenzaldehyde in the presence of glacial acetic acid at refluxed temperature afforded the corresponding Schiff- bases 2 (a-e), which on reaction with each of chloroacetyl chloride and thioglycolic acid gave the corresponding -lactam derivatives 3 (a-e) and thiazolidines 4 (a-e) respectively. N-alkylation of pyrazole derivative 6 was achieved by reaction with chloroacetyl amino acetophenone 5 in refluxing toluene, while the reaction of purified semicarbazone 7 with each of thionyl chloride and selenium dioxide gave the corresponding1, 2, 3- thiadiazole 8 and 1, 2, 3-selenadiazole 9 derivatives. The antibacterial and antifungal activities of some synthesized compounds have been discussed.

Keywords: Pyrazole, thiazolidine, semicarbazone, -lactam, thiadiazole, selenadiazole, Schiff- bases, antibacterial and antifungal activities