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Merck

S0127

Sigma-Aldrich

Sulfathiazole sodium salt

≥99%

Sinónimos:

4-Amino-N-(2-thiazolyl)benzenesulfonamide sodium salt

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About This Item

Fórmula empírica (notación de Hill):
C9H8N3NaO2S2
Número de CAS:
Peso molecular:
277.30
Beilstein/REAXYS Number:
3802297
EC Number:
MDL number:
UNSPSC Code:
51283955
PubChem Substance ID:
NACRES:
NA.85

biological source

synthetic (Organic)

assay

≥99%

form

powder

color

white to off-white

solubility

H2O: soluble 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycoplasma

mode of action

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

InChI key

GWIJGCIVKLITQK-UHFFFAOYSA-N

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General description

Chemical structure: sulfonamide

Application

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[1]. 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[2].

Biochem/physiol Actions

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[1]. 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.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
Estela Climent et al.
Journal of the American Chemical Society, 131(39), 14075-14080 (2009-09-11)
This paper describes the design of new controlled delivery systems consisting of a mesoporous support functionalized on the pore outlets with a certain hapten able to interact with an antibody that acts as a nanoscopic cap. The opening protocol and
Jin-Wook Kwon
Bulletin of environmental contamination and toxicology, 87(1), 40-44 (2011-05-10)
Sulfonamides and tetracyclines are pharmaceuticals widely used to treat human and animal diseases. They are of considerable concern in Korea because of the potential risk of residues in aquatic and terrestrial environments. This study investigated the mobility of veterinary drugs

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