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Sulfadoxine

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Category Human immunodeficiency Virus (HIV)
CAS 2447-57-6
Description Sulfadoxine is an ultra-long-lasting sulfonamide with an IC50 of 249 μg/ml for P. vivax. Sulfadoxine is an ultra-long-lasting sulfonamide previously used in combination with pyrimethamine to treat or prevent malaria. Due to high levels of resistance, its use is no longer recommended routinely.
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Product Information

Synonyms WR-4873; WR4873; WR 4873; Solfadossina; Sulforthomidine
IUPAC Name 4-amino-N-(5,6-dimethoxypyrimidin-4-yl)benzenesulfonamide
Molecular Weight 310.33
Molecular Formula C12H14N4O4S
Canonical SMILES COC1=C(N=CN=C1OC)NS(=O)(=O)C2=CC=C(C=C2)N
InChI InChI=1S/C12H14N4O4S/c1-19-10-11(14-7-15-12(10)20-2)16-21(17,18)9-5-3-8(13)4-6-9/h3-7H,13H2,1-2H3,(H,14,15,16)
InChIKey PJSFRIWCGOHTNF-UHFFFAOYSA-N
Boiling Point 522.8°C at 760 mmHg
Melting Point 197°C
Flash Point 270.0±32.9 °C
Purity >98%
Density 1.441 g/cm3
Solubility Soluble in Water
Appearance White to Off-white Solid
Application Antimalarials
Storage Store at -20°C
Complexity 420
Exact Mass 310.07357611
Index Of Refraction 1.623
In Vitro Sulfadoxine(Sulphadoxine) is an ultra-long-lasting sulfonamide. Sulfadoxine is often used in combination with pyrimethamine to treat or prevent malaria. 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.
PSA 124.81000
Target Parasite; HIV; Antibiotic
Vapor Pressure 0.0±1.4 mmHg at 25°C
XLogP3-AA 0.7

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