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CAS 127-71-9

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Sulfabenzamide

Description:
Sulfabenzamide is a sulfonamide antibiotic characterized by its ability to inhibit bacterial growth by interfering with the synthesis of folic acid, which is essential for bacterial metabolism. It is a white to off-white crystalline powder that is soluble in water and exhibits a melting point that typically falls within a specific range. The chemical structure of sulfabenzamide features a benzene ring substituted with a sulfonamide group, contributing to its antibacterial properties. This compound is primarily used in the treatment of various bacterial infections and may also be employed in veterinary medicine. Its mechanism of action involves competitive inhibition of the enzyme dihydropteroate synthase, which is crucial for folate synthesis in bacteria. While generally effective, sulfabenzamide may be associated with side effects, including allergic reactions and gastrointestinal disturbances. As with other sulfonamides, it is important to monitor for potential drug interactions and contraindications, particularly in patients with a history of sulfa allergies. Overall, sulfabenzamide remains a significant compound in the realm of antimicrobial therapy.
Formula:C13H12N2O3S
InChI:InChI=1S/C13H12N2O3S/c14-11-6-8-12(9-7-11)19(17,18)15-13(16)10-4-2-1-3-5-10/h1-9H,14H2,(H,15,16)
InChI key:InChIKey=PBCZLFBEBARBBI-UHFFFAOYSA-N
SMILES:S(NC(=O)C1=CC=CC=C1)(=O)(=O)C2=CC=C(N)C=C2
Synonyms:
  • Benzamide, N-[(4-aminophenyl)sulfonyl]-
  • Benzamide, N-sulfanilyl-
  • N-(Benzoyl)-4-aminobenzenesulfonamide
  • N-(p-Aminobenzenesulfonyl)benzamide
  • N-Sulfamylbenzamide
  • N-Sulfanilylbenzamide
  • N-[(4-Aminophenyl)sulfonyl]-benzamide
  • N<sup>1</sup>-Benzoylsulfanilamide
  • NSC 74587
  • NSC 74587G
  • See more synonyms
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