Synthesis, anti-bacterial and anti-cancer activities of some antipyrine diazenyl benzaldehyde derivatives and antipyrine-based heterocycles

Abstract EN

The present study envisaged utilizing 4-aminoantipyrine as key intermediate for the synthesis of some new derivatives bearing anti-bacterial and anti-cancer activities moieties viz., antipyrine diazenyl benzaldehydes 2(a-d) which were obtained by coupling of diazotized 4-aminoantipyrine (1) with substituted benzaldehydes at 0◦C (iced) temperature.

The other antipyrine derivatives where containing bis heterocycles like bis thiazolidinone-antipyrine (4), bis imidazolidinone -antipyrine (5) and bis azetidinone -antipyrine (6).These compounds were prepared through the reaction between 4-aminoantipyrine and terephthaldicarboxaldehyde to get (3) which were reacted with mercaptoacetic acid , glycine or chloroacetyl chloride separately to get compounds (4), (5) and (6) respectively.

The structures of all compounds were stablished on bases of melting points, FTIR, 1HNMR , mass spectroscopy (for some compound) and elemental analysis.

These derivatives were investigated for their anti-bacterial activity against two kinds of bacteria(G-) and (G+) and compared to the Amoxicilin and Lincomycin standard drugs.

Two cancer cell lines include: The human pelvic rhabdomyosarcoma (RD) and the mouse cell line( L20B) were used in this study and these derivatives showed different cytotoxic activity in vitro.