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Abstract

A new Sulfamethoxazole Schiff base (E)-4-(4-methoxybenzylideneamino)-N-(5-methylis-oxazol-3-yl) benzenesulfonamide (C 18 H 17 N 3 O 4 S), and its copper complex were synthesized and the structures elucidated on the basis of Physiochemical methods. The studies indicate an octahedral structure for the complexes with the (C 22 H 27 N 3 O 10 SCu) formula. The IR spectra suggest that the ligand act as tridentate (from oxygen and two nitrogen atoms) donor. Also the biological activity of the Schiff base and its Cu complex were studied.

Synthesis, Characterization, and DFT Calculations of a New Sulfamethoxazole Schiff Base and Its Metal Complexes

“…However, the band related to the isoxazole ring stretching vibrations in free ligand at 1389 cm −1 undergo a shift to 1372, 1374, 1370, and 1366 cm −1 in the spectra of the L 1 , L 2 , L 3 , and L 4 complexes, respectively, indicating that the isoxazole moiety is participating in coordination with metal ions [ 59 ]. The shift of two sulfonamide vibrations (the symmetric as well as the asymmetric one [ 60 ]) toward a lower shift number in the spectra of the complexes as compared to the spectra of corresponding ligands ( Table 2 ) further supports (M-O) bonding [ 3 ]. The new bands observed at 430–572 cm −1 are tentatively assigned to ν (M-N) and (M-O) (metal–ligand) [ 61 , 62 ].…”

“…Schiff bases may be mono-, bi-, or tridentate ligands capable of generating highly stable complexes with transition metals in addition to lanthanides. Chelating agents through polydentate donor sites such as the SMX Schiff base acting as a tridentate ligand resulted in stable complexes [ 3 ]. In comparison, 2-amino-6-ethoxybenzo-thiazole may be exposed as a monodentate or bidentate ligand.…”