CAS 116-47-2

4-Amino-N-cyanobenzenesulfonamide

Description:

4-Amino-N-cyanobenzenesulfonamide, also known as sulfanilamide, is an organic compound characterized by its sulfonamide functional group, which contains a sulfonyl (SO2) moiety attached to an amine group (NH2) and a cyanobenzene structure. This compound is typically a white to off-white crystalline solid, soluble in water and various organic solvents. It exhibits properties such as being a weak acid due to the presence of the sulfonamide group, which can participate in hydrogen bonding. The compound is known for its antibacterial properties, historically used in the development of sulfa drugs, which were among the first antibiotics. Its structure allows it to inhibit bacterial growth by interfering with folic acid synthesis. Additionally, 4-Amino-N-cyanobenzenesulfonamide is sensitive to light and moisture, which can affect its stability and efficacy. Safety precautions are necessary when handling this compound, as it may cause skin and respiratory irritation. Overall, its chemical characteristics and biological activity make it significant in medicinal chemistry and pharmaceutical applications.

Formula: C₇H₇N₃O₂S

InChI: InChI=1S/C7H7N3O2S/c8-5-10-13(11,12)7-3-1-6(9)2-4-7/h1-4,10H,9H2

InChI key: InChIKey=NXBPVAODVMAXNK-UHFFFAOYSA-N

SMILES: S(NC#N)(=O)(=O)C1=CC=C(N)C=C1

Synonyms:

• 4-Amino-N-cyanobenzenesulfonamide
• Benzenesulfonamide, 4-amino-N-cyano-
• Sulcimide
• N1-Cyanosulfanilamide
• Sulfanilamide, N1-cyano-

Benzenesulfonamide, 4-amino-N-cyano-

CAS: 116-47-2

Formula: C₇H₇N₃O₂S

Molecular weight: 197.2144

Ref: IN-DA000BCN