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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.
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. This moiety is found in several biologically active molecules and marketed drugs, serving as an useful pharmacophore. [2]
Sulfonamide functional group Hydrochlorothiazide is a sulfonamide and a thiazide. Furosemide is a sulfonamide, but not a thiazide. Sulfamethoxazole is an antibacterial sulfonamide. Sulfonamide is a functional group (a part of a molecule) that is the basis of several groups of drugs, which are called sulphonamides, sulfa drugs or sulpha drugs.
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 ...
[26] [27] Sulfonamides, sulfinamides and sulfenamides, with formulas R−SO 2 NR′ 2, R−S(O)NR′ 2, and R−SNR′ 2, respectively, each have a rich chemistry. For example, sulfa drugs are sulfonamides derived from aromatic sulfonation. Chiral sulfinamides are used in asymmetric synthesis, while sulfenamides are used extensively in the ...
Functional group interconversion can be used in retrosynthetic analysis to plan organic synthesis. A functional group is a group of atoms in a molecule with distinctive chemical properties, regardless of the other atoms in the molecule. The atoms in a functional group are linked to each other and to the rest of the molecule by covalent bonds.
The modest acidity of carbons adjacent to the sulfonyl group has made sulfones useful for organic synthesis. Upon removal of the sulfonyl group with desulfonylation or reductive elimination, the net result is the formation of a carbon-carbon bond single or double bond between two unfunctionalized carbons, a ubiquitous motif in synthetic targets.
A sulfone. It consists of a sulfonyl group bonded with two organic substituents. In organosulfur chemistry, a sulfonyl group is either a functional group found primarily in sulfones, or a substituent obtained from a sulfonic acid by the removal of the hydroxyl group, similarly to acyl groups. [1]: 1470–1476