Abstract
In the title sulfanilamide derivative, C15H13NO2S, which shows significant activity against Staphylococcus aureus and Escherichia coli, the dihedral angle between the planes of the aromatic rings is 62.15 (19)° and the four-coordinate S atom adopts an almost ideal tetrahedral geometry. In the crystal, N—H...O and C—H...O hydrogen bonds link the molecules into a three-dimensional network.
Highlights
In the title sulfanilamide derivative, C15H13NO2S, which shows significant activity against Staphylococcus aureus and Escherichia coli, the dihedral angle between the planes of the aromatic rings is 62.15 (19) and the four-coordinate S atom adopts an almost ideal tetrahedral geometry
N—HÁ Á ÁO and C—HÁ Á ÁO hydrogen bonds link the molecules into a three-dimensional network
In the 1940s and 1950s, most of the sulfa drugs were replaced by penicillin and other drugs, which proved to be more effective against more types of bacteria
Summary
In 1932, a drug called Prontosil was discovered by the pharmaceutical division of IG Farbenindustrie, an industrial conglomerate of German companies, including Bayer Company. Prontosil was the first antibacterial drug, with life-saving capability, to be used systematically for the treatment of bacterial infections in the body. It belongs to a family of compounds called sulfa drugs or sulfonamides. As part of our studies in this area we report the synthesis of of the title sulfanilamide derivative, 1, and its crystal structure. This compound, has been found to be very effective against Staphylococcus aureus and Escherichia coli, and minimal inhibitory concentrations (MIC) of 12.5 mg mlÀ1 and 25.0 mg mlÀ1 have been obtained respectively (Cabezas & Arias, 2019)
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