Sulfadoxine

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

It is also used to prevent malaria[2] but due to high levels of resistance, this use is becoming 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

  1. Medical Treatment - Sulphadoxine and Pyrimethamine Archived 2007-12-28 at the Wayback Machine.
  2. "WHO | Intermittent preventive treatment in pregnancy (IPTp)". Who.int. Archived from the original on March 5, 2014. Retrieved 27 November 2021.
  3. Matondo SI, Temba GS, Kavishe AA, et al. (2014). "High levels of sulphadoxine-pyrimethamine resistance Pfdhfr-Pfdhps quintuple mutations: a cross sectional survey of six regions in Tanzania". Malar J. 13: 152. doi:10.1186/1475-2875-13-152. PMC 3998221. PMID 24751352.


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