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Merck
CN

S9876

Sulfathiazole

Synonym(s):

2-Sulfanilamidothiazole, 4-Amino-N-(2-thiazolyl)benzenesulfonamide, N1-(2-Thiazolyl)sulfanilamide

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About This Item

Empirical Formula (Hill Notation):
C9H9N3O2S2
CAS Number:
72-14-0
Molecular Weight:
255.32
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329824636
EC Number:
200-771-5
Beilstein/REAXYS Number:
226178
MDL number:
MFCD00005319

Key Documents

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InChI key

JNMRHUJNCSQMMB-UHFFFAOYSA-N

InChI

1S/C9H9N3O2S2/c10-7-1-3-8(4-2-7)16(13,14)12-9-11-5-6-15-9/h1-6H,10H2,(H,11,12)

SMILES string

Nc1ccc(cc1)S(=O)(=O)Nc2nccs2

grade

analytical standard

agency

EPA 1694

form

powder

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

200-202 °C (lit.)

application(s)

clinical testing

Quality Level

100

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Application

Sulfathiazole is used as an analytical reference standard for the quantification of the analyte in meat, and honey samples using different chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Sulfonamide antibiotic that blocks the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase.
Mode of Action: Inhibits folic acid synthesis in prokaryotes.
Anti-microbial Spectrum: Gram positive, Gram negative, Chlamydia
Mode of Resistance: Alteration of dihydropteroate synthase or alternative pathway for folic acid synthesis.

General description

Sulfathiazole is a broad-spectrum antibacterial drug, belonging to the class of sulfonamides, used in veterinary and human medication for the treatment of infections. It is also involved in promoting growth of livestock and fish.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000438494
0000438494
0000355783
0000355783
0000297702

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Comparison of separation conditions and ionization methods for the liquid chromatography?mass spectrometric determination of sulfonamides
Kim H-D and Lee WD
Journal of Chromatography A, 984(1), 153-158 (2003)
Determination of sulfonamides in meat by liquid chromatography coupled with atmospheric pressure chemical ionization mass spectrometry
Kim H-D, et al.
Bull. Korean Chem. Soc., 23(11), 1590-1594 (2002)
Quantitative LC/MS-MS determination of sulfonamides and some other antibiotics in honey
Kaufmann A, et al.
Journal of AOAC (Association of Official Analytical Chemists) International, 85(4), 853-860 (2002)
Hongyun Niu et al.
Journal of hazardous materials, 190(1-3), 559-565 (2011-04-26)
Humic acid coated Fe(3)O(4) magnetic nanoparticles (Fe(3)O(4)/HA) were prepared for the removal of sulfathiazole from aqueous media. Fe(3)O(4)/HA exhibited high activity to produce hydroxyl (OH) radicals through catalytic decomposition of H(2)O(2). The degradation of sulfathiazole was strongly temperature-dependent and favored
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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