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CAS 63-74-1

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Sulfanilamide

Description:
Sulfanilamide, with the CAS number 63-74-1, is an organic compound that belongs to the sulfonamide class of antibiotics. It is characterized by its sulfonamide functional group, which consists of a sulfonyl group (–SO2) attached to an amine (–NH2). This compound is typically a white crystalline solid that is soluble in water and exhibits a melting point that varies based on purity. Sulfanilamide was historically significant as one of the first synthetic antibacterial agents, effectively inhibiting bacterial growth by interfering with folic acid synthesis. Its mechanism of action involves mimicking para-aminobenzoic acid (PABA), a substrate necessary for bacterial metabolism. While sulfanilamide has been largely replaced by more effective antibiotics, it laid the groundwork for the development of sulfa drugs and remains important in the study of medicinal chemistry. Additionally, it has applications in various fields, including biochemistry and pharmacology, and is used in research settings to explore antibiotic resistance and microbial metabolism.
Formula:C6H8N2O2S
InChI:InChI=1S/C6H8N2O2S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H2,8,9,10)
InChI key:InChIKey=FDDDEECHVMSUSB-UHFFFAOYSA-N
SMILES:S(N)(=O)(=O)C1=CC=C(N)C=C1
Synonyms:
  • (4-(Aminosulfonyl)phenyl)amine
  • 1162F
  • 4-(Aminosulfonyl)aniline
  • 4-Aminobenzene-1-sulfonamide
  • 4-Aminobenzenesulfonamide
  • 4-Aminophenylsulfonamide
  • 4-Aminosulfoneamide
  • 4-Sulfamoylaniline
  • A-349
  • AVC
  • See more synonyms
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