S0127

Sigma-Aldrich

Sulfathiazole sodium salt

≥99%

Synonym(s):
4-Amino-N-(2-thiazolyl)benzenesulfonamide sodium salt
Empirical Formula (Hill Notation):
C9H8N3NaO2S2
CAS Number:
Molecular Weight:
277.30
Beilstein/REAXYS Number:
3802297
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.85
Pricing and availability is not currently available.

Quality Level

biological source

synthetic (Organic)

assay

≥99%

form

powder

color

white to off-white

solubility

H2O: soluble 50 mg/mL

Mode of action

DNA synthesis | interferes
enzyme | inhibits

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycoplasma

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. 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.

Packaging

100 g in poly bottle

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. 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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

Certificate of Analysis
Certificate of Origin
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...
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...
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...
Yun Hu et al.
Journal of pharmaceutical sciences, 102(1), 93-103 (2012-10-11)
The formation and physical stability of amorphous sulfathiazole obtained from polymorphic forms I and III by cryomilling was investigated by X-ray powder diffraction (XRPD) and near-infrared (NIR) spectroscopy. Principal component analysis was applied to the NIR data to monitor the...
Jungkon Kim et al.
Chemosphere, 77(11), 1600-1608 (2009-10-20)
Phototoxicity of several environmental contaminants by UV light has been reported in many studies. Nevertheless, field observations suggest the presence of certain defense mechanisms that would protect aquatic organisms against phototoxic damages. The current study was conducted to understand the...

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