Sulfadimidine(SMZ)

Sulfadimidine (also known as sulfamethazine) is a sulfonamide antibiotic featuring a pyrimidine ring with two methyl groups at the 4- and 6-positions, attached via a sulfonamide bridge to a para-aminobenzenesulfonyl group. With the molecular formula C₁₂H₁₄N₄O₂S and a molecular weight of 278.33 g/mol, Sulfadimidine belongs to the sulfonamide class of antimicrobial agents.

Sulfadimidine is a pivotal sulfonamide antibiotic, analytical reference standard, and veterinary pharmaceutical intermediate with extensive applications across the pharmaceutical and agricultural industries. As a short-acting sulfonamide, Sulfadimidine exhibits a broad antibacterial spectrum, with activity against non-β-lactamase-producing Staphylococcus aureus, Streptococcus pyogenes, Streptococcus pneumoniae, Escherichia coli, Klebsiella species, Salmonella species, Shigella species, Neisseria gonorrhoeae, Neisseria meningitidis, and Haemophilus influenzae . In veterinary medicine, Sulfadimidine is widely used for the prevention and treatment of infections in poultry and livestock, including fowl cholera, fowl typhoid, and coccidiosis . As an analytical reference standard, Sulfadimidine is essential for quality control applications in pharmaceutical manufacturing, method validation, and impurity profiling for sulfonamide-containing drug products. The versatility of Sulfadimidine extends to its role as a key synthetic intermediate for other sulfonamide derivatives, making it a foundational compound in sulfonamide chemistry .

Product Parameters

Synthetic Route

A mixture of acetamidophenylsulfonyl chloride (1.0 mmol) and cycloamino (1.5 mmol) in water (1 mL) was stirred for 5 minutes, and the resulting precipitate was collected by filtration. The precipitate was transferred to a round-bottom flask and treated with 2 mL of a concentrated solution of hydrochloric acid and 4 mL of water. The reaction mixture was gently boiled at 100 °C for one hour. The solution obtained from the ice bath was cooled and then alkalized using a saturated aqueous solution of NaHCO₃. The granular precipitate was filtered, washed with water, and dried in air to yield the product, sulfadimidine.

Application

Sulfamethoxazole is a broad-spectrum bacteriostatic agent; its active component, para-aminobenzoic acid (PABA), competes with PABA for binding to bacterial folate synthase, thereby inhibiting the synthesis of bacterial folate from PABA as a raw material. This reduces the amount of metabolically active tetrahydrofolate, which is an essential compound for bacterial synthesis of purines, thymidine monophosphate, and deoxyribonucleic acid (DNA). Consequently, sulfamethoxazole inhibits bacterial growth and reproduction. The effect of sulfamethoxazole can be antagonized by PABA and its derivatives (e.g., procaine, tetracaine); additionally, the presence of pus or tissue decomposition products also exerts an antagonistic effect, as these substances can supply the essential nutrients required for bacterial growth.

Product Advantages

 Established Sulfonamide Antibiotic

Sulfadimidine is a well-characterized, short-acting sulfonamide antibiotic with a broad antibacterial spectrum. Its mechanism of action involves competitive inhibition of bacterial dihydropteroate synthase, disrupting folate synthesis and inhibiting bacterial growth . This established pharmacology makes Sulfadimidine a reliable choice for veterinary antimicrobial applications.

 Essential Veterinary Medicine

Sulfadimidine is widely used in veterinary medicine for the prevention and treatment of bacterial infections in poultry and livestock, including fowl cholera, fowl typhoid, salmonellosis, and coccidiosis . Its favorable pharmacokinetic profile—rapid absorption from the gastrointestinal tract—enables effective oral administration in food-producing animals .

 Analytical Reference Standard

Sulfadimidine serves as a certified reference standard for pharmaceutical quality control, HPLC method validation, and quantitative analysis. Its well-characterized properties and established reference value make Sulfadimidine the ideal standard for system suitability testing, impurity profiling, and stability-indicating method development in sulfonamide drug manufacturing.

 Versatile Synthetic Intermediate

Sulfadimidine is a key synthetic intermediate for the preparation of other sulfonamide derivatives . Its reactive sulfonamide and amino groups provide handles for further chemical modification, making Sulfadimidine a valuable building block in organic synthesis.

 Well-Characterized with Extensive Safety Data

With a well-defined melting point of 197–201 °C, established physical constants, and comprehensive toxicological data available , Sulfadimidine is a reliable and well-understood compound for routine pharmaceutical and research applications.

Contact Us

Whether you are manufacturing veterinary pharmaceuticals, developing analytical methods for sulfonamide residue analysis, or establishing quality control protocols for veterinary drug products, Cosperpharm is your trusted partner for high-quality Sulfadimidine. Reach out to our team today to discuss your requirements, request a quotation, or learn more about our quality documentation and technical support capabilities.