S7821
Sulfadoxin
≥95% (TLC)
Synonym(s):
4-Amino-N-(5,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide, Sulfadoxine
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About This Item
Empirical Formula (Hill Notation):
C12H14N4O4S
CAS Number:
Molecular Weight:
310.33
Beilstein/REAXYS Number:
625453
EC Number:
MDL number:
UNSPSC Code:
51101500
PubChem Substance ID:
NACRES:
NA.85
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assay
≥95% (TLC)
form
powder
color
white
solubility
ethanol: NH4OH (9:1): soluble 20 mg/mL
antibiotic activity spectrum
parasites
mode of action
enzyme | inhibits
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
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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.
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
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