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Sulfadiazine

SIGMA/S8626 - 99.0-101.0%

Synonym: 4-Amino-N-(2-pyrimidinyl)benzenesulfonamide; N1-(Pyrimidin-2-yl)sulfanilamide

CAS Number: 68-35-9
Empirical Formula (Hill Notation): C10H10N4O2S
Molecular Weight: 250.28
EC Number: 200-685-8
MDL Number: MFCD00006065
Linear Formula: C10H10N4O2S
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-S8626-25G 25 g
 $73.70
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45-S8626-50G 50 g
 $124.00
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45-S8626-100G 100 g
 $144.00
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45-S8626-500G 500 g
 $292.00
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antibiotic activity spectrum Gram-negative bacteria
  Gram-positive bacteria
  mycoplasma
assay 99.0-101.0%
color white to faint yellow, faint pink
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.
form powder or crystals
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
mode of action DNA synthesis | interferes
  enzyme | inhibits
mp 253 °C (dec.) (lit.)
Quality Level 200 
SMILES string Nc1ccc(cc1)S(=O)(=O)Nc2ncccn2
solubility 96% ethanol: very slightly soluble
  acetone: slightly soluble
  water: practically insoluble
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. Sulfadiazine has been used to control acute infections when studying murine models of reactivated toxoplasmosis.
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. 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.
General description: Chemical structure: sulfonamide
Other Notes: Keep container tightly closed in a dry and well-ventilated place.Storage class (TRGS 510): Non Combustible Solids
Packaging: 25, 50, 100, 250, 500 g in poly bottle
Purity 99.0-101.0%
mp 253 °C (dec.) (lit.)
UNSPSC 51283908

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