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CAS 729-99-7

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Sulfamoxole

Description:
Sulfamoxole is a sulfonamide antibiotic that belongs to the class of sulfa drugs, which are known for their antibacterial properties. It is primarily used in the treatment of bacterial infections, particularly urinary tract infections. The chemical structure of sulfamoxole features a sulfonamide group, which is essential for its antimicrobial activity, and it is characterized by its ability to inhibit bacterial folic acid synthesis by competing with para-aminobenzoic acid (PABA). This mechanism disrupts the production of nucleic acids and ultimately inhibits bacterial growth. Sulfamoxole is often used in combination with trimethoprim, enhancing its efficacy against a broader spectrum of bacteria. The compound is typically administered orally and is well-absorbed in the gastrointestinal tract. Its pharmacokinetics include moderate protein binding and a relatively long half-life, allowing for convenient dosing schedules. However, like other sulfonamides, sulfamoxole can cause side effects, including allergic reactions and hematological disorders, necessitating careful monitoring during treatment.
Formula:C11H13N3O3S
InChI:InChI=1S/C11H13N3O3S/c1-7-8(2)17-11(13-7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6H,12H2,1-2H3,(H,13,14)
InChI key:InChIKey=CYFLXLSBHQBMFT-UHFFFAOYSA-N
SMILES:N(S(=O)(=O)C1=CC=C(N)C=C1)C2=NC(C)=C(C)O2
Synonyms:
  • 2-(p-Aminobenzolsulfonamido)-4,5-dimethyloxazole
  • 2-Sulfanilamido-4,5-dimethyloxazole
  • 4-Amino-N-(4,5-dimethyl-2-oxazolyl)benzenesulfonamide
  • 4-amino-N-(4,5-dimethyl-1,3-oxazol-2-yl)benzenesulfonamide
  • Benzenesulfonamide, 4-amino-N-(4,5-dimethyl-2-oxazolyl)-
  • Justamil
  • N<sup>1</sup>-(4,5-Dimethyl-2-oxazolyl)sulfanilamide
  • NSC 683535
  • N′-(4,5-Dimethyl-2-oxazolyl)sulfanilamide
  • Oxasulfa
  • See more synonyms
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