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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:
68-35-9
Molekulargewicht:
250.28
Beilstein:
6733588
EG-Nummer:
200-685-8
MDL-Nummer:
MFCD00006065
UNSPSC-Code:
51283908
PubChem Substanz-ID:
24899802
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.

Qualitätsniveau

200

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

Analysenzertifikate (COA)

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Sulfadiazin Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1343

Sulfadiazin

Sulfapyridin ≥99.0%

Supelco

S6252

Sulfapyridin

Sulfadimethoxin 98.0-102.0%

Supelco

S7007

Sulfadimethoxin

Sulfamethoxazol

Supelco

S7507

Sulfamethoxazol

Sulfadiazin-(phenyl-13C6) VETRANAL®, analytical standard

Supelco

32518

Sulfadiazin-(phenyl-13C6)

Sulfameter

Sigma-Aldrich

S0383

Sulfameter

Sven Jechalke et al.
Applied and environmental microbiology, 79(5), 1704-1711 (2013-01-15)
Spreading manure containing antibiotics in agriculture is assumed to stimulate the dissemination of antibiotic resistance in soil bacterial populations. Plant roots influencing the soil environment and its microflora by exudation of growth substrates might considerably increase this effect. In this
Ildiko R Dunay et al.
Antimicrobial agents and chemotherapy, 53(10), 4450-4456 (2009-07-29)
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
Tamim M Niazi et al.
International journal of radiation oncology, biology, physics, 84(3), e305-e310 (2012-06-02)
For patients with anal canal and advanced rectal cancer, chemoradiation therapy is a curative modality or an important adjunct to surgery. Nearly all patients treated with chemoradiation experience some degree of radiation-induced dermatitis (RID). Prevention and effective treatment of RID
Pascale Meneceur et al.
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
Romain Sonneville et al.
Neurology, 79(17), 1762-1766 (2012-10-12)
Cerebral toxoplasmosis remains a common neurologic complication in patients with AIDS. In this study, we aimed to characterize the prognosis of patients with HIV infection with severe forms of cerebral toxoplasmosis and to investigate the effects of adjunctive steroids on
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