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CAS 116-44-9

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Sulfapyrazine

Description:
Sulfapyrazine is a sulfonamide antibiotic that belongs to the class of compounds known as sulfa drugs. It is primarily used in the treatment of bacterial infections, particularly those caused by susceptible strains of bacteria. The chemical structure of sulfapyrazine features a pyrazine ring, which is a six-membered aromatic ring containing two nitrogen atoms, and a sulfonamide group that contributes to its antibacterial properties. This compound exhibits bacteriostatic activity, meaning it inhibits the growth and reproduction of bacteria rather than killing them outright. Sulfapyrazine is typically administered orally and is known for its relatively good solubility in water. Its mechanism of action involves the inhibition of bacterial folic acid synthesis, which is essential for nucleic acid production and overall bacterial growth. While effective, sulfapyrazine can also lead to side effects, including allergic reactions and gastrointestinal disturbances. As with other sulfonamides, caution is advised in patients with a history of sulfa allergies.
Formula:C10H10N4O2S
InChI:InChI=1S/C10H10N4O2S/c11-8-1-3-9(4-2-8)17(15,16)14-10-7-12-5-6-13-10/h1-7H,11H2,(H,13,14)
InChI key:InChIKey=YEAICDDXRUOCKJ-UHFFFAOYSA-N
SMILES:S(NC=1C=NC=CN1)(=O)(=O)C2=CC=C(N)C=C2
Synonyms:
  • 116-44-9
  • 2-Sulfanilamidopyrazine
  • 4-Amino-N-(pyrazinyl)benzenesulfonamide
  • 4-Amino-N-2-pyrazinylbenzenesulfonamide
  • Benzenesulfonamide, 4-amino-N-pyrazinyl-
  • N<sup>1</sup>-2-Pyrazinylsulfanilamide
  • NSC 25872
  • NSC 41835
  • Pyrazine, sulfanilamido-
  • Sulfanilamide, N<sup>1</sup>-(pyrazinyl)-
  • See more synonyms
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