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Sulfanilamide (also spelled sulphanilamide) is a sulfonamide antibacterial drug. Chemically, it is an organic compound consisting of an aniline derivatized with a sulfonamide group. [ 1 ] Powdered sulfanilamide was used by the Allies in World War II to reduce infection rates and contributed to a dramatic reduction in mortality rates compared to ...
The structure of the sulfonamide group. In organic chemistry, the sulfonamide functional group (also spelled sulphonamide) is an organosulfur group with the structure R−S(=O) 2 −NR 2. It consists of a sulfonyl group (O=S=O) connected to an amine group (−NH 2). Relatively speaking this group is unreactive.
When comparing a polar and nonpolar molecule with similar molar masses, the polar molecule in general has a higher boiling point, because the dipole–dipole interaction between polar molecules results in stronger intermolecular attractions. One common form of polar interaction is the hydrogen bond, which is also
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Chemical structure of a generic acylsulfonamide. Acylsulfonamide is a functional group in organic chemistry that is sometimes used in medicinal chemistry. [1] It consists of a sulfonamide group (SO 2 NH) linked to an acyl group (RCO), forming the structure R 1-CO-NH-SO 2-R 2.
Sulfamethoxazole, a sulfanilamide, is a structural analog of para-aminobenzoic acid (PABA). They compete with PABA to bind to dihydropteroate synthetase and inhibit conversion of PABA and dihydropteroate diphosphate to dihydrofolic acid, or dihydrofolate.
This diamine is used in place of the simpler and cheaper 1-naphthylamine because the latter is a potent carcinogen and moreover the diamine forms a more polar and hence a much more soluble dye in acidic aqueous medium. [5] Other aniline derivatives that have been used include sulfanilic acid, nitroaniline, and p-aminoacetophenone. [3]
Sulfonyl groups can be written as having the general formula R−S(=O) 2 −R′, where there are two double bonds between the sulfur and oxygen. [1]: 53 [2]Sulfonyl groups can be reduced to the sulfide with diisobutylaluminium hydride (DIBALH).