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CAS 80-21-7

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3-Amino-N-phenylbenzenesulfonamide

Description:
3-Amino-N-phenylbenzenesulfonamide, also known as sulfanilamide, is an organic compound that belongs to the sulfonamide class of antibiotics. It features a sulfonamide functional group (-SO2NH2) attached to an aniline structure, which contributes to its biological activity. This compound is typically a white to off-white crystalline solid that is soluble in water and various organic solvents. It has a melting point that varies depending on purity and form. Sulfanilamide acts as a competitive inhibitor of the enzyme dihydropteroate synthase, which is crucial in bacterial folate synthesis, thereby exhibiting antibacterial properties. It has been historically significant in the development of antimicrobial therapies. However, its use has declined with the advent of more effective antibiotics. In terms of safety, it is important to handle sulfanilamide with care, as it can cause allergic reactions in some individuals. Overall, 3-Amino-N-phenylbenzenesulfonamide is a notable compound in medicinal chemistry, particularly in the context of antibiotic development.
Formula:C12H12N2O2S
InChI:InChI=1S/C12H12N2O2S/c13-10-5-4-8-12(9-10)17(15,16)14-11-6-2-1-3-7-11/h1-9,14H,13H2
InChI key:InChIKey=SOZFVONLAQIHRF-UHFFFAOYSA-N
SMILES:S(NC1=CC=CC=C1)(=O)(=O)C2=CC(N)=CC=C2
Synonyms:
  • 3-(N-Phenylaminosulfonyl)aniline
  • 3-Amino-N-Phenyl-Benzenesulfonamid
  • 3-Amino-N-phenylbenzene-1-sulfonamide
  • 3-Aminobenzene sulfanilide
  • 3-Aminobenzenesulfonanilide
  • 3-Aminosulfonanilide
  • 3-amino-N-phenylbenzenesulfonamide
  • Benzenesulfonamide, 3-amino-N-phenyl-
  • M-Amino Benzene Sulfonanilide
  • M-Aminobenzenesulphonanilide
  • See more synonyms
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