Sulfadoxine

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Sulfadoxine
Sulfadoxine.svg
Systematic (IUPAC) name
4-Amino-N-(5,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide
Clinical data
AHFS/Drugs.com International Drug Names
Legal status
?
Identifiers
CAS number 2447-57-6 YesY
ATCvet code QJ01EQ13
PubChem CID 17134
DrugBank DB01299
ChemSpider 16218 N
UNII 88463U4SM5 N
KEGG D00580 YesY
ChEMBL CHEMBL1539 N
NIAID ChemDB 007816
Chemical data
Formula C12H14N4O4S 
Molecular mass 310.33 g/mol
 N (what is this?)  (verify)

Sulfadoxine (also spelled sulphadoxine) is an ultra-long-lasting sulfonamide previously used in combination with pyrimethamine to treat or prevent malaria.[1] Due to high levels of resistance, its use is no longer recommended routinely.[2] It is also used, usually in combination with other drugs, to treat or prevent various infections in livestock.[3]

It is on the World Health Organization's List of Essential Medicines, a list of the most important medication needed in a basic health system.[4]

Mechanism of action[edit]

Sulfadoxine competitively inhibits dihydropteroate synthase, interfering with folate synthesis.

Synthesis[edit]

Sulfadoxine synthesis: U.S. Patent 3,132,139 BE 618639  [5][6]

See also[edit]

References[edit]

  1. ^ Medical Treatment - Sulphadoxine and Pyrimethamine.
  2. ^ 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. 
  3. ^ http://en.scientificcommons.org/19483411.
  4. ^ "WHO Model List of EssentialMedicines". World Health Organization. October 2013. Retrieved 22 April 2014. 
  5. ^ Bretschneider, H.; Richter, W.; Kl�Tzer, W. (1965). "Synthesen des 4-Sulfanilamido-5,6-dimethoxypyrimidins". Monatshefte f�r Chemie 96 (6): 1661. doi:10.1007/BF01185885.  edit
  6. ^ Gr�Ssner, A.; Montavon, M.; Schnider, O. (1965). "Disubstituierte 4-Sulfanilamido-pyrimidine". Monatshefte f�r Chemie 96 (6): 1677. doi:10.1007/BF01185886.  edit