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S8626 Sigma-Aldrich

Sulfadiazine

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

  •  Beilstein/REAXYS Number 6733588

  •  EC Number 200-685-8

  •  MDL number MFCD00006065

  •  PubChem Substance ID 24899802

  •  NACRES NA.85

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Properties

Related Categories Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics N-S, Antibiotics by Mechanism of Action,
assay   99.0-101.0%
form   powder or crystals
color   white to faint yellow, faint pink
mp   253 °C (dec.) (lit.)
Mode of action   DNA synthesis | interferes
  enzyme | inhibits
antibiotic activity spectrum   Gram-negative bacteria
  Gram-positive bacteria
  mycoplasma
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. Sulfadiazine has been used to control acute infections when studying murine models of reactivated toxoplasmosis.

Packaging

25, 50, 100, 250, 500 g in poly bottle

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.

Other Notes

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

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
WP1925000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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