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CAS 91-35-0

:

2-[[(3-Amino-4-hydroxyphenyl)sulfonyl]amino]benzoic acid

Description:
2-[[(3-Amino-4-hydroxyphenyl)sulfonyl]amino]benzoic acid, commonly known as sulfanilamide, is an aromatic sulfonamide compound characterized by its sulfonamide functional group attached to an amino acid structure. This compound typically appears as a white to off-white crystalline solid and is soluble in water, reflecting its polar nature due to the presence of amino and carboxylic acid groups. It exhibits both acidic and basic properties, allowing it to participate in various chemical reactions, including those involving proton transfer. Sulfanilamide is known for its antibacterial properties, functioning as a competitive inhibitor of the enzyme dihydropteroate synthase, which is crucial in bacterial folate synthesis. This mechanism underlies its use in medicinal applications, particularly in the treatment of bacterial infections. Additionally, it has been utilized in various biochemical assays and research settings. Safety considerations include potential allergic reactions and toxicity at high doses, necessitating careful handling and usage in laboratory and clinical environments.
Formula:C13H12N2O5S
InChI:InChI=1S/C13H12N2O5S/c14-10-7-8(5-6-12(10)16)21(19,20)15-11-4-2-1-3-9(11)13(17)18/h1-7,15-16H,14H2,(H,17,18)
InChI key:InChIKey=ISDVREGLMJJFJG-UHFFFAOYSA-N
SMILES:N(S(=O)(=O)C1=CC(N)=C(O)C=C1)C2=C(C(O)=O)C=CC=C2
Synonyms:
  • 2-(3-Amino-4-hydroxyphenylsulfonamido)benzoic acid
  • 2-(3-Amino-4-hydroxyphenylsulfonamido)benzoicacid
  • 2-[[(3-Amino-4-Hydroxyphenyl)Sulphonyl]Amino]Benzoic Acid
  • 2-{[(3-Amino-4-Hydroxyphenyl)Sulfonyl]Amino}Benzoic Acid
  • 3-Amino-4-Hydroxy-N-(2'-Carboxyphenyl)-Benzenesulfonamide
  • Anthranilic acid, N-(4-hydroxymetanilyl)-
  • Benzoic acid, 2-[[(3-amino-4-hydroxyphenyl)sulfonyl]amino]-
  • N-(4-Hydroxymetanilyl)anthranilic acid
  • 2-AMINOPHENOL-4-(2'-CARBOXY)SULFONANILIDE
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