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Merck
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Principaux documents

S7821

Sigma-Aldrich

Sulfadoxin

≥95% (TLC)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C12H14N4O4S
Numéro CAS:
Poids moléculaire :
310.33
Numéro Beilstein :
625453
Numéro CE :
Numéro MDL:
Code UNSPSC :
51101500
ID de substance PubChem :
Nomenclature NACRES :
NA.85

Pureté

≥95% (TLC)

Forme

powder

Couleur

white

Solubilité

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

Spectre d'activité de l'antibiotique

parasites

Mode d’action

enzyme | inhibits

Chaîne SMILES 

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)

Clé InChI

PJSFRIWCGOHTNF-UHFFFAOYSA-N

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Description générale

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.

Actions biochimiques/physiologiques

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).

Autres remarques

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

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

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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
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
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
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.

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