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:
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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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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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
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.