Sulfamethoxazole molecular structure

Sulfamethoxazole

Also known as: Bactrim, Septran, Septrin, Co-trimoxazole, Sulfatrim, Cotrim

CAS Number: 723-46-6

Sulfonamide antibacterial (folate synthesis inhibitor)

Pharmacopeia Standards

USPBPIPEPJPCP

Mechanism of Action

Sulfamethoxazole is a structural analogue of para-aminobenzoic acid and competitively inhibits dihydropteroate synthase, blocking the first committed step of bacterial folate biosynthesis. Paired with trimethoprim, which inhibits dihydrofolate reductase downstream, it produces sequential blockade of the folate pathway and a synergistic bactericidal effect. Human cells take up preformed folate and are not affected by the dihydropteroate synthase step.

Technical Specifications

Generic / INN NameSulfamethoxazole
CAS Registry Number723-46-6
Molecular FormulaC10H11N3O3S
Molecular Weight253.28 g/mol g/mol
Typical Purity99.0-101.0% on dried basis (USP/EP); any individual impurity NMT 0.2%
Storage ConditionsStore in well-closed containers at 15-30 C, protected from light and moisture
Shelf Life60 months from date of manufacture
CategorySulfonamides

Specifications are indicative and intended for sourcing reference only. Always confirm against the supplier's Certificate of Analysis and the applicable pharmacopeial monograph before issuing a purchase specification.

Typical Applications

Co-trimoxazole tablets, dispersible paediatric tablets, oral suspensions and IV infusion concentrate; prophylaxis and treatment of Pneumocystis jirovecii pneumonia; veterinary sulfa-trimethoprim combinations.

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