API reference

Sulfadoxine

CAS number
2447-57-6
Molecular formula
C12H14N4O4S
Molecular weight
310.33 g/mol
Sulfadoxine — 2D structure
2D structure (PubChem)

About this molecule

Sulfadoxine is a broad-spectrum sulfanilamide and a synthetic analog of para-aminobenzoic acid (PABA) with bacteriostatic and antimalarial properties. Sulfadoxine competes with PABA for the bacterial enzyme dihydropteroate synthase, thereby preventing the incorporation of PABA into dihydrofolic acid, the immediate precursor of folic acid. This leads to an inhibition of parasitic folic acid synthesis and de novo synthesis of purines and pyrimidines, ultimately resulting in cell growth arrest and cell death.

Source: NCI Thesaurus (NCIt), via PubChem.

Identifiers

IUPAC name
4-amino-N-(5,6-dimethoxypyrimidin-4-yl)benzenesulfonamide
InChIKey
PJSFRIWCGOHTNF-UHFFFAOYSA-N
SMILES
COC1=C(N=CN=C1OC)NS(=O)(=O)C2=CC=C(C=C2)N
Other CAS numbers recorded
1173021-35-6
PubChem CID
17134

Also known as

Sulphadoxine · Sulfadoxin · Sulforthomidine · 4-amino-N-(5,6-dimethoxypyrimidin-4-yl)benzenesulfonamide · Sulphormethoxine · Sulfadoxina · Sulfadoxinum · Fanzil

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