Sulfadoxine

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Sulfadoxine

IUPAC name	4-Amino-N-(5,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide
Other names	Sulfadoxine
Identifiers
CAS number
PubChem	17134
SMILES	COC1=C(N=CN=C1OC)NS(=O)(=O)C2=CC=C(C=C2)N
Properties
Molecular formula	C₁₂H₁₄N₄O₄S
Molar mass	310.33 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Sulfadoxine (also spelled sulphadoxine) is an ultra-long-lasting sulfonamide often used in combination with pyrimethamine to treat or prevent malaria.^[1] It is also used, usually in combination with other drugs, to treat or prevent various infections in livestock.^[2]

[edit] Sulfadoxine/pyrimethamine combination

Both drugs are antifolates; they inhibit the production of enzymes involved in the synthesis of folic acid within the parasites. Either drug by itself is only moderately effective in treating malaria, because the parasite Plasmodium falciparum may be able to use exogenous folic acid, i.e. folic acid which is present in the parasite's environment, while in combination, the two substances have a synergistic effect which outbalances that ability.^[3]

The combination is considered to be more effective in treating malaria caused by Plasmodium falciparum than that caused by Plasmodium vivax, for which chloroquine is considered more effective, though in the absence of a species-specific diagnosis the sulfadoxine-pyrimethamine combination may be indicated.^[4] Due to side effects, however, it is no longer recommended as a routine preventative,^[5] but only to treat serious malaria infections or to prevent them in areas where other drugs may not work.^[6]