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S0127

Sigma-Aldrich

Sulfathiazol Natriumsalz

≥99%

Synonym(e):

4-Amino-N-(2-thiazolyl)-benzolsulfonamid Natriumsalz

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About This Item

Empirische Formel (Hill-System):
C9H8N3NaO2S2
CAS-Nummer:
144-74-1
Molekulargewicht:
277.30
Beilstein:
3802297
EG-Nummer:
205-638-5
MDL-Nummer:
MFCD00072133
UNSPSC-Code:
51283955
PubChem Substanz-ID:
24899426
NACRES:
NA.85

Biologische Quelle

synthetic (Organic)

Assay

≥99%

Form

powder

Farbe

white to off-white

Löslichkeit

H2O: soluble 50 mg/mL

Wirkungsspektrum von Antibiotika

Gram-negative bacteria
Gram-positive bacteria
mycoplasma

Wirkungsweise

DNA synthesis | interferes
enzyme | inhibits

SMILES String

Nc1ccc(cc1)S(=O)(=O)N([Na])c2nccs2

InChI

1S/C9H8N3O2S2.Na/c10-7-1-3-8(4-2-7)16(13,14)12-9-11-5-6-15-9;/h1-6H,10H2;/q-1;+1

InChIKey

GWIJGCIVKLITQK-UHFFFAOYSA-N

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Allgemeine Beschreibung

Chemical structure: sulfonamide

Anwendung

Sulfathiazole is a short-acting sulfa drug. It was a common oral and topical antibiotic until less toxic alternatives were discovered. It is no longer used in humans. Sulfathiazole is added to the diet of laboratory animals to inhibit folate formation by gut bacteria. This ensures that the animal′s only source of available folate is from their diet.

Biochem./physiol. Wirkung

Sulfathiazole is a sulfonamide antibiotic that blocks the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. Sulfathiazole 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.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
067K0766
106K1933V
106K1933
116H0751
085F0409

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Betain

Aron M Troen et al.
The Journal of nutrition, 138(12), 2502-2509 (2008-11-22)
Poor folate status is associated with cognitive decline and dementia in older adults. Although impaired brain methylation activity and homocysteine toxicity are widely thought to account for this association, how folate deficiency impairs cognition is uncertain. To better define the
T Lotti et al.
Water science and technology : a journal of the International Association on Water Pollution Research, 66(7), 1519-1526 (2012-08-07)
The feasibility of anaerobic ammonium oxidation (anammox) process to treat wastewaters containing antibiotics and heavy metals (such as the liquid fraction of the anaerobically digested swine manure) was studied in this work. The specific anammox activity (SAA) was evaluated by
Mi-Kyung Yun et al.
Science (New York, N.Y.), 335(6072), 1110-1114 (2012-03-03)
The sulfonamide antibiotics inhibit dihydropteroate synthase (DHPS), a key enzyme in the folate pathway of bacteria and primitive eukaryotes. However, resistance mutations have severely compromised the usefulness of these drugs. We report structural, computational, and mutagenesis studies on the catalytic
Merle K Richter et al.
Environmental science & technology, 43(17), 6632-6638 (2009-09-22)
Sorption of sulfathiazole (STA) and three structural analogs to Leonardite humic acid (LHA) was investigated in single- and binary-solute systems to elucidate the sorption mechanism of sulfonamides to soil organic matter (SOM). Cation binding of STA+ to anionic sites A-
Merle K Richter et al.
Environmental pollution (Barking, Essex : 1987), 172, 208-215 (2012-10-16)
The effects of sulfathiazole (STA) on Escherichia coli with glucose as a growth substrate was investigated to elucidate the effect-based reaction of sulfonamides in bacteria and to identify biomarkers for bacterial uptake and effect. The predominant metabolite was identified as
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