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S7821 Sigma-Aldrich

Sulfadoxin

≥95% (TLC)

Synonym: 4-Amino-N-(5,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide, Sulfadoxine

  • CAS Number 2447-57-6

  • Empirical Formula (Hill Notation) C12H14N4O4S

  • Molecular Weight 310.33

  •  Beilstein/REAXYS Number 625453

  •  EC Number 219-504-9

  •  MDL number MFCD00792890

  •  PubChem Substance ID 24899765

  •  NACRES NA.85

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Properties

Related Categories Antibiotics, Antibiotics A to Z, Antibiotics N-S, Antibiotics by Mechanism of Action, Antiparasitic / Antiprotozoal / Anthelminthic,
assay   ≥95% (TLC)
form   powder
color   white
solubility   ethanol: NH4OH (9:1): soluble 20 mg/mL
Mode of action   enzyme | inhibits
antibiotic activity spectrum   parasites
SMILES string   COc1ncnc(NS(=O)(=O)c2ccc(N)cc2)c1OC
InChI   1S/C12H14N4O4S/c1-19-10-11(14-7-15-12(10)20-2)16-21(17,18)9-5-3-8(13)4-6-9/h3-7H,13H2,1-2H3,(H,14,15,16)
InChI key   PJSFRIWCGOHTNF-UHFFFAOYSA-N

Description

General description

Chemical structure: sulfonamide

Application

Sulfadoxine is a sulfonamide antibiotic used in combination with pyrimethamine for the treatment or prevention of malaria. It is also used to treat various infections in livestock. Sulfadoxine and pyrimethamine is indicated for the treatment of Plasmodium falciparum malaria in patients where chloroquine resistance is suspected. It is used to study infections caused by Toxoplasma gondii and has been used to prevent infections after surgery during animal studies.

Packaging

10 g in poly bottle

Biochem/physiol Actions

Sulfadoxine is a sulfonamide antibacterial that inhibits dihydropteroate synthase (DHPS), an enzyme that transforms 4-aminobenzoic acid (PABA) in the synthesis of dihydropteroic acid. This enzyme is also a component of the folate metabolic pathway and is upstream of dihydrofolate reductase (DHFR).

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 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
2
RTECS 
DA9500000

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Folic Acid Metabolism: A Role in Cancer's Cause and Cure

The mammalian folic acid cycle is a highly complex but crucial process for the transfer of one-carbon units to amino acids, nucleotides, and other biomolecules. Folic acid cannot be synthesized but i...
Biofiles Vol. 5, No. 6
Keywords: Antibiotics, Antitumor agents, Apoptosis, Building blocks, Cancer, Cellular processes, Eliminations, Gastrointestinal, Metabolic Pathways, Metabolism, Metabolites, Methylations, Phosphorylations, Purine synthesis, Reductions, transformation

Peer-Reviewed Papers
15

References

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32997 Sulfadoxine-d3, VETRANAL, analytical standard

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