Sulfadoxine

Sulfadoxine (also spelled sulphadoxine) is an ultra-long-lasting sulfonamide used in combination with pyrimethamine to treat malaria.[1]

Sulfadoxine
Clinical data
AHFS/Drugs.comInternational Drug Names
ATCvet code
Identifiers
IUPAC name
  • 4-Amino-N-(5,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
NIAID ChemDB
CompTox Dashboard (EPA)
ECHA InfoCard100.017.732
Chemical and physical data
FormulaC12H14N4O4S
Molar mass310.33 g·mol−1
3D model (JSmol)
Melting point190 to 194 °C (374 to 381 °F)
SMILES
  • COC1=C(N=CN=C1OC)NS(=O)(=O)C2=CC=C(C=C2)N
 NY (what is this?)  (verify)

It is also used to prevent malaria[2] but due to high levels of sulphadoxine-pyrimethamine resistance, this use has become less common.[3]

It is also used, usually in combination with other drugs, to treat or prevent various infections in livestock.

Mechanism of action

Sulfadoxine competitively inhibits dihydropteroate synthase, interfering with folate synthesis.

See also

References


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