CAS 2447-57-6: Sulfadoxine

Description: Sulfadoxine is a sulfonamide antibiotic that is primarily used in combination with pyrimethamine for the treatment of malaria, particularly in areas where resistance to other antimalarial drugs is prevalent. It functions by inhibiting the bacterial enzyme dihydropteroate synthase, which is crucial for folate synthesis, thereby disrupting nucleic acid synthesis in susceptible organisms. Sulfadoxine is characterized by its relatively long half-life, allowing for once-weekly dosing in some treatment regimens. The compound is typically administered orally and is well-absorbed in the gastrointestinal tract. It is known for its potential side effects, which can include allergic reactions, skin rashes, and hematological disorders. Additionally, sulfadoxine may interact with other medications, necessitating careful consideration in polypharmacy situations. Its use is often monitored due to the risk of developing resistance, and it is contraindicated in individuals with a known hypersensitivity to sulfonamides. Overall, sulfadoxine remains an important agent in the fight against malaria, particularly in combination therapies.

Formula: C₁₂H₁₄N₄O₄S

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)

InChI key: InChIKey=PJSFRIWCGOHTNF-UHFFFAOYSA-N

SMILES: O=S(=O)(NC=1N=CN=C(OC)C1OC)C2=CC=C(N)C=C2

Synonyms:

• 4,5-Dimethoxy-6-sulfanilamidopyrimidine
• 4-Amino-N-(5,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide
• 4-Amino-N-(5,6-dimethoxy-4-pyrimidinyl)benzensulfonamide
• 4-Sulfanilamido-5,6-dimethoxypyrimidine
• 4-amino-N-(5,6-dimethoxypyrimidin-4-yl)benzenesulfonamide
• 6-(4-Aminobenzenesulfonamide)-4,5-dimethoxypyrimidine
• 6-(4-Aminobenzenesulfonamido)-4,5-dimethoxypyrimidine
• Benzenesulfonamide, 4-amino-N-(5,6-dimethoxy-4-pyrimidinyl)-
• Fanasil
• Fanasulf
• Fansidar (suldfadoxine and pyrimethamine)
• Fanzil
• N-(5,6-Dimethoxy-4-pyrimidinyl)sulfanilamide
• N1-(5,6-dimethoxypyrimidin-4-yl)sulphanilamide
• N1-5,6-Dimethoxy-4-pyrimidinylsulfanilamide
• N¹-5,6-Dimethoxy-4-pyrimidinylsulfanilamide
• Orthosulfin
• Ro 4-4393
• Sanasil
• Sulfadimoxine
• Sulfadimoxine Fanasil
• Sulfadoxin
• Sulfadoxina
• Sulfadoxine (Sulformethoxine)
• Sulfanilamide, N1-(5,6-dimethoxy-4-pyrimidinyl)-
• Sulfanilamide, N¹-(5,6-dimethoxy-4-pyrimidinyl)-
• Sulformethoxine
• Sulformetoxin
• Sulformetoxine
• Sulforthodimethoxine
• Sulforthomidine
• Sulphadoxine
• Wr 4073

Sulfadoxine

CAS: 2447-57-6

• Formula: C₁₂H₁₄N₄O₄S
• Purity: 99.7%
• Color and Shape: White
• Molecular weight: 310.07358