Sulfadoxine

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Sulfadoxine
File:Sulfadoxine.svg
File:Sulfadoxine-3D-balls.png
Systematic (IUPAC) name
4-Amino-N-(5,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide
Clinical data
AHFS/Drugs.com International Drug Names
Identifiers
CAS Number 2447-57-6 YesY
ATCvet code QJ01EQ13 (WHO)
PubChem CID: 17134
DrugBank DB01299 N
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
  • COC1=C(N=CN=C1OC)NS(=O)(=O)C2=CC=C(C=C2)N
 NYesY (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

Sulfadoxine competitively inhibits dihydropteroate synthase, interfering with folate synthesis.

Synthesis

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

See also

References

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  1. ↑ Medical Treatment - Sulphadoxine and Pyrimethamine.
  2. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  3. ↑ http://en.scientificcommons.org/19483411.
  4. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  5. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  6. ↑ Lua error in package.lua at line 80: module 'strict' not found.
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