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S0127

Sigma-Aldrich

Sulfathiazole sodium salt

≥99%

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill) :
C9H8N3NaO2S2
Numéro CAS:
144-74-1
Poids moléculaire :
277.30
Beilstein:
3802297
Numéro CE :
205-638-5
Numéro MDL:
MFCD00072133
Code UNSPSC :
51283955
ID de substance PubChem :
24899426
Nomenclature NACRES :
NA.85

Source biologique

synthetic (Organic)

Essai

≥99%

Forme

powder

Couleur

white to off-white

Solubilité

H2O: soluble 50 mg/mL

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria
mycoplasma

Mode d’action

DNA synthesis | interferes
enzyme | inhibits

Chaîne SMILES 

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

Clé InChI

GWIJGCIVKLITQK-UHFFFAOYSA-N

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Description générale

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].

Actions biochimiques/physiologiques

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.

Autres remarques

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
067K0766
106K1933V
106K1933
129H1341
105K0021

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Bétaïne

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
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
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
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
Yun Hu et al.
Journal of pharmaceutical and biomedical analysis, 53(3), 412-420 (2010-07-08)
The simultaneous quantitative analysis of sulfathiazole polymorphs (forms I, III and V) in ternary mixtures by attenuated total reflectance-infrared (ATR-IR), near-infrared (NIR) and Raman spectroscopy combined with multivariate analysis is reported. To reduce the effect of systematic variations, four different
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