S8626

Sulfadiazine

99.0-101.0%

• Synonym(s): 4-Amino-N-(2-pyrimidinyl)benzenesulfonamide, N¹-(Pyrimidin-2-yl)sulfanilamide
• Empirical Formula (Hill Notation): C₁₀H₁₀N₄O₂S
• CAS Number: 68-35-9
• Molecular Weight: 250.28
• UNSPSC Code: 51283908
• NACRES: NA.85
• PubChem Substance ID: 24899802
• EC Number: 200-685-8
• Beilstein/REAXYS Number: 6733588
• MDL number: MFCD00006065

Properties

• description: Solubility - Practically insoluble in water, slightly soluble in acetone, very slightly soluble in ethanol (96 per cent). It dissolves in solutions of alkali hydroxides and in dilute mineral acids.
• Quality Segment: 200
• assay: 99.0-101.0%
• form: powder or crystals
• color: white to faint yellow, faint pink
• mp: 253 °C (dec.) (lit.)
• solubility: 96% ethanol: very slightly soluble, acetone: slightly soluble, water: practically insoluble
• antibiotic activity spectrum: Gram-negative bacteria, Gram-positive bacteria, mycoplasma
• mode of action: DNA synthesis | interferes, enzyme | inhibits
• SMILES string: Nc1ccc(cc1)S(=O)(=O)Nc2ncccn2
• InChI: 1S/C10H10N4O2S/c11-8-2-4-9(5-3-8)17(15,16)14-10-12-6-1-7-13-10/h1-7H,11H2,(H,12,13,14)
• InChI key: SEEPANYCNGTZFQ-UHFFFAOYSA-N

Description

General description

Chemical structure: sulfonamide

Application

Sulfadiazine is a short-acting sulfonamide that is commonly used with pyrimethamine to treat toxoplasmosis in patients with acquired immunodeficiency syndrome. It is also used to treat newborns with congenital infections[1]. Sulfadiazine has been used to control acute infections when studying murine models of reactivated toxoplasmosis[2].

Biochem/physiol Actions

Sulfadiazine is a sulfonamide antibiotic that blocks the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. Sulfadiazine is a competitive inhibitor of bacterial para-aminobenzoic acid (PABA), which is required for bacterial synthesis of folic acid[1]. It is active against Gram positive bacteria, Gram negative bacteria and Chlamydia. Mode of resistance is via the alteration of dihydropteroate synthase or alternative pathway for folic acid synthesis.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.Storage class (TRGS 510): Non Combustible Solids

Safety Information

• pictograms: GHS08,GHS07,GHS09
• signalword: Warning
• hcodes: H302,H361d,H411
• pcodes: P202 - P264 - P273 - P280 - P301 + P312 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 2 - Repr. 2
• Storage Class: 11 - Combustible Solids
• wgk: WGK 2
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves