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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
Beilstein:
226178
EC Number:
200-771-5
MDL number:
MFCD00005319
UNSPSC Code:
41116107
PubChem Substance ID:
329824636
NACRES:
NA.24

Key Documents

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grade

analytical standard

Quality Level

100

Agency

EPA 1694

form

powder

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

200-202 °C (lit.)

application(s)

clinical testing

SMILES string

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

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)

InChI key

JNMRHUJNCSQMMB-UHFFFAOYSA-N

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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.

Application

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

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335,H412

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

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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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)
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)
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)
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
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