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Merck
CN

S7821

Sulfadoxin

≥95% (TLC)

Synonym(s):

4-Amino-N-(5,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide, Sulfadoxine

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About This Item

Empirical Formula (Hill Notation):
C12H14N4O4S
CAS Number:
Molecular Weight:
310.33
UNSPSC Code:
51101500
NACRES:
NA.85
PubChem Substance ID:
EC Number:
219-504-9
Beilstein/REAXYS Number:
625453
MDL number:
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assay

≥95% (TLC)

form

powder

color

white

solubility

ethanol: NH4OH (9:1): soluble 20 mg/mL

antibiotic activity spectrum

parasites

mode of action

enzyme | inhibits

SMILES string

COc1ncnc(NS(=O)(=O)c2ccc(N)cc2)c1OC

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

PJSFRIWCGOHTNF-UHFFFAOYSA-N

General description

Chemical structure: sulfonamide

Application

Sulfadoxine is a sulfonamide antibiotic used in combination with pyrimethamine for the treatment or prevention of malaria. It is also used to treat various infections in livestock. Sulfadoxine and pyrimethamine is indicated for the treatment of Plasmodium falciparum malaria in patients where chloroquine resistance is suspected. It is used to study infections caused by Toxoplasma gondii and has been used to prevent infections after surgery during animal studies.

Biochem/physiol Actions

Sulfadoxine is a sulfonamide antibacterial that inhibits dihydropteroate synthase (DHPS), an enzyme that transforms 4-aminobenzoic acid (PABA) in the synthesis of dihydropteroic acid. This enzyme is also a component of the folate metabolic pathway and is upstream of dihydrofolate reductase (DHFR).

Other Notes

Keep container tightly closed in a dry and well-ventilated place.Storage class (TRGS 510): Non Combustible Solids


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pictograms

Exclamation markEnvironment

signalword

Warning

hcodes

Hazard Classifications

Aquatic Chronic 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves



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