Sulfamethoxazole

Chemical Structure / Formula of Sulfamethoxazole

  • Formula: C₁₀H₁₁N₃O₃S
  • Structure: Isoxazole-containing sulfonamide.

Sulfamethoxazole

Mechanism of Action

  • Inhibits dihydropteroate synthase, blocking folic acid synthesis.

Uses

Side Effects

  • Hypersensitivity reactions, crystalluria, nephrotoxicity.

Synthesis of Sulfamethoxazole

Synthesis of Sulfamethoxazole

Structure-Activity Relationship (SAR)

Structural Feature SAR Insight
5-methylisoxazole ring Enhances absorption and distribution.
p-Aminobenzenesulfonamide core Required for enzyme binding and activity.
Used synergistically with trimethoprim Blocks sequential steps in folate synthesis.

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