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Sulfamethoxazole

in BACTRIM

Sulfamethoxazole ballicule: receptor binding, kinetics and half-life diagram
Mechanism of action: Sulfamethoxazole ballicule
Sulfamethoxazole BACTRIM mascot mnemonic cartoon
Visual mnemonic: Sulfamethoxazole mascot
“Sulfa mask”
Needs a back trim → paired with TMP in Bactrim

What it isSulfonamide blocking dihydropteroate synthase, paired with trimethoprim; urinary infection, MRSA skin infection and PJP.

Why this oneThe sequential blockade with trimethoprim is synergistic, and it is the only oral first-line agent for Pneumocystis.

What limits itHyperkalemia, severe cutaneous reactions, and it raises warfarin effect through CYP2C9. Avoid in late pregnancy and G6PD deficiency.

Sulfamethoxazole molecular structure (skeletal formula)
Molecular structure: Sulfamethoxazole

Sulfamethoxazole prescription history

Animated chart of estimated U.S. prescriptions per year, Antibacterials (systemic) (1938–2026). Sulfamethoxazole enters in 1961 (estimated).

FDA-approved for

NO BOXED WARNINGS

Principal riskHyperkalemia and severe cutaneous reactions

Sulfonamide

Sulfonamide antimicrobial

The reference sulfonamide antimicrobial: N4 aromatic amine (nitroso-metabolite route to SJS/TEN and DRESS), sulfanilamide SO₂NH, and an N1 isoxazole that gives IgE its specificity. After a reaction, avoid all sulfonamide antimicrobials and trimethoprim; the diuretics, celecoxib, sulfonylureas and triptans are unlikely to cross-react.

Open the sulfonamide hypersensitivity presentation → · sources [n] are on its References slide.

Classes and tags

Clinical profile

Therapeutic safety burden2 / 4
Overdose danger2 / 4
Direct muscarinic antagonism0 / 4

Defining liabilitySulfonamide hypersensitivity and crystalluria

Open Sulfamethoxazole in the interactive console ↗

Memory aids: interaction avatars

Sulfamethoxazole weak acid avatar mnemonic
weak acid

Open Sulfamethoxazole in the interactive console ↗

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