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S0127

Sigma-Aldrich

Sulfathiazole sodium salt

≥99%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C9H8N3NaO2S2
CAS Number:
144-74-1
Molecular Weight:
277.30
Beilstein/REAXYS Number:
3802297
EC Number:
205-638-5
MDL number:
MFCD00072133
UNSPSC Code:
51283955
PubChem Substance ID:
24899426
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
GHS07

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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Certificates of Analysis (COA)

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

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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
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
Introduction: pneumonia.
Tillotson GS
Chest, 136(5 Suppl), e20-e21 (2009)
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
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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