Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

S7821

Sigma-Aldrich

Sulfadoxin

≥95% (TLC)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C12H14N4O4S
CAS Number:
2447-57-6
Molecular Weight:
310.33
Beilstein/REAXYS Number:
625453
EC Number:
219-504-9
MDL number:
MFCD00792890
UNSPSC Code:
51101500
PubChem Substance ID:
24899765
NACRES:
NA.85

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

Looking for similar products? Visit Product Comparison Guide

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

related product

Product No.
Description
Pricing

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Christine Hamann et al.
American journal of physiology. Endocrinology and metabolism, 301(6), E1220-E1228 (2011-09-09)
Patients with diabetes mellitus have an impaired bone metabolism; however, the underlying mechanisms are poorly understood. Here, we analyzed the impact of type 2 diabetes mellitus on bone physiology and regeneration using Zucker diabetic fatty (ZDF) rats, an established rat
Arunima Kohli et al.
Clinical epigenetics, 4(1), 17-17 (2012-09-27)
Secondhand smoke (SHS) and ambient air pollution (AAP) exposures have been associated with increased prevalence and severity of asthma and DNA modifications of immune cells. In the current study, we examined the association between SHS and AAP with DNA methylation
Jae Jun Lee et al.
Korean journal of pathology, 46(6), 554-561 (2013-01-17)
The p16(INK4a) gene methylation has been reported to be a major tumorigenic mechanism. We evaluated the methylation status of the p16(INK4a) genes in 231 invasive breast cancer and 90 intraductal carcinoma specimens using a methylation-specific polymerase chain reaction and p16
Yonghui Zhang et al.
International journal of clinical and experimental pathology, 8(8), 9500-9505 (2015-10-16)
To explore the methylation status of DNA-binding inhibitor 4 (ID4) in tamoxifen-refractory (TR) breast cancer. From January 2012 to December 2014, breast cancer patients managed by radical mastectomy previously and receiving tamoxifen treatment for at least 12 months were enrolled.
H G Fischer et al.
Journal of immunology (Baltimore, Md. : 1950), 164(9), 4826-4834 (2000-04-26)
During chronic infection of mice with Toxoplasma gondii, gene message for IL-12p40, CD86, and the potassium channel Kv1.3 was detected in brain mononuclear cells, suggesting the presence of dendritic cells (DC) in the CNS. Consistently, cells bearing the DC markers
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service