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Merck

S8626

Sigma-Aldrich

Sulfadiazin

99.0-101.0%

Synonym(e):

4-Amino-N-2-pyrimidinylbenzolsulfonamid, N1-(Pyrimidin-2-yl)-sulfanilamid

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About This Item

Empirische Formel (Hill-System):
C10H10N4O2S
CAS-Nummer:
Molekulargewicht:
250.28
Beilstein:
6733588
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
51283908
PubChem Substanz-ID:
NACRES:
NA.85

Beschreibung

Solubility - Practically insoluble in water, slightly soluble in acetone, very slightly soluble in ethanol (96 per cent). It dissolves in solutions of alkali hydroxides and in dilute mineral acids.

Assay

99.0-101.0%

Form

powder or crystals

Farbe

white to faint yellow, faint pink

mp (Schmelzpunkt)

253 °C (dec.) (lit.)

Löslichkeit

96% ethanol: very slightly soluble
acetone: slightly soluble
water: practically insoluble

Wirkungsspektrum von Antibiotika

Gram-negative bacteria
Gram-positive bacteria
mycoplasma

Wirkungsweise

DNA synthesis | interferes
enzyme | inhibits

SMILES String

Nc1ccc(cc1)S(=O)(=O)Nc2ncccn2

InChI

1S/C10H10N4O2S/c11-8-2-4-9(5-3-8)17(15,16)14-10-12-6-1-7-13-10/h1-7H,11H2,(H,12,13,14)

InChIKey

SEEPANYCNGTZFQ-UHFFFAOYSA-N

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Allgemeine Beschreibung

Chemical structure: sulfonamide

Anwendung

Sulfadiazine is a short-acting sulfonamide that is commonly used with pyrimethamine to treat toxoplasmosis in patients with acquired immunodeficiency syndrome. It is also used to treat newborns with congenital infections. Sulfadiazine has been used to control acute infections when studying murine models of reactivated toxoplasmosis.

Biochem./physiol. Wirkung

Sulfadiazine is a sulfonamide antibiotic that blocks the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. Sulfadiazine is a competitive inhibitor of bacterial para-aminobenzoic acid (PABA), which is required for bacterial synthesis of folic acid. It is active against Gram positive bacteria, Gram negative bacteria and Chlamydia. Mode of resistance is via the alteration of dihydropteroate synthase or alternative pathway for folic acid synthesis.

Sonstige Hinweise

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

Signalwort

Warning

Gefahreneinstufungen

Acute Tox. 4 Oral - Aquatic Chronic 2 - Repr. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Immunocompromised patients are at risk of developing toxoplasmosis, and although chemotherapy is available, standard treatments are often complicated by severe side effects. Artemisinin is a new highly potent antimalarial drug that has activity against Toxoplasma gondii in vitro. However, artemisinin
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Antimicrobial agents and chemotherapy, 52(4), 1269-1277 (2008-01-24)
Sulfadiazine, pyrimethamine, and atovaquone are widely used for the treatment of severe toxoplasmosis. Their in vitro activities have been almost exclusively demonstrated on laboratory strains belonging to genotype I. We determined the in vitro activities of these drugs against 17
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