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CAS 599-81-5

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4-Amino-N-3-pyridinylbenzenesulfonamide

Description:
4-Amino-N-3-pyridinylbenzenesulfonamide, also known as sulfamethazine, is a sulfonamide antibiotic characterized by its sulfonamide functional group, which is essential for its antibacterial activity. This compound features an amino group and a pyridine ring, contributing to its solubility and interaction with biological systems. It is typically a white to off-white crystalline powder, soluble in water and various organic solvents, which facilitates its use in pharmaceutical formulations. The compound acts by inhibiting bacterial dihydropteroate synthase, thereby disrupting folate synthesis, which is crucial for bacterial growth and replication. Its applications extend beyond human medicine to veterinary use, particularly in livestock. The substance has a moderate to low toxicity profile, but its use is regulated due to potential side effects and the development of bacterial resistance. Overall, 4-Amino-N-3-pyridinylbenzenesulfonamide exemplifies the importance of sulfonamides in antimicrobial therapy, showcasing both its chemical properties and biological significance.
Formula:C11H11N3O2S
InChI:InChI=1S/C11H11N3O2S/c12-9-3-5-11(6-4-9)17(15,16)14-10-2-1-7-13-8-10/h1-8,14H,12H2
InChI key:InChIKey=ZLXWFOCBHASDIJ-UHFFFAOYSA-N
SMILES:S(NC=1C=CC=NC1)(=O)(=O)C2=CC=C(N)C=C2
Synonyms:
  • Sulfanilamide, N1-3-pyridyl-
  • 3-Sulfapyridine
  • 3-Sulfanilamidopyridine
  • 4-Amino-N-3-pyridinylbenzenesulfonamide
  • Benzenesulfonamide, 4-amino-N-3-pyridinyl-
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