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Merck
CN

S5632

Sulfamethizole

analytical standard, ≥99% (HPLC)

Synonym(s):

4-Amino-N-(5-methyl-1,3,4-thiadiazol-2-yl)benzenesulfonamide, N1-(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanilamide, Sulfamethylthiadiazole

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About This Item

Empirical Formula (Hill Notation):
C9H10N4O2S2
CAS Number:
144-82-1
Molecular Weight:
270.33
Beilstein:
255002
EC Number:
205-641-1
MDL number:
MFCD00053363
UNSPSC Code:
41116107
PubChem Substance ID:
329824459
NACRES:
NA.24

Key Documents

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grade

analytical standard

Quality Level

100

Agency

EPA 1694

Assay

≥99% (HPLC)

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

clinical testing

format

neat

storage temp.

2-8°C

SMILES string

Cc1nnc(NS(=O)(=O)c2ccc(N)cc2)s1

InChI

1S/C9H10N4O2S2/c1-6-11-12-9(16-6)13-17(14,15)8-4-2-7(10)3-5-8/h2-5H,10H2,1H3,(H,12,13)

InChI key

VACCAVUAMIDAGB-UHFFFAOYSA-N

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General description

Sulfamethizole is an antibacterial drug used in the treatment of the urinary tract infections.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Sulfamethizole may be used as a reference standard to examine the antibiotic remnants in honey by multianalyte/multiclass ultra-performance liquid chromatography–tandem mass spectrometry (UPLC–MS/MS) method.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Precautionary Statements

P280

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ7949
MKCV0123
MKCV3152
MKCS0622
MKCR4942

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Development of a rapid method for the determination of antibiotic residues in honey using UPLC-ESI-MS/MS.
Kivrak I, et al.
Food Sci. Technol., 36(1), 90-96 (2016)
Janez Seliger et al.
Physical chemistry chemical physics : PCCP, 12(40), 13007-13019 (2010-09-08)
The 1,3,4-thiadiazole derivatives (2-amino-1,3,4-thiadiazole, acetazolamide, sulfamethizole) have been studied experimentally in the solid state by (1)H-(14)N NQDR spectroscopy and theoretically by Density Functional Theory (DFT). The specific pattern of the intra and intermolecular interactions in 1,3,4-thiadiazole derivatives is described within
Stephen P Mezyk et al.
The journal of physical chemistry. A, 111(37), 9019-9024 (2007-08-25)
Absolute rate constants and degradation efficiencies for hydroxyl radical and hydrated electron reactions with four different sulfa drugs in water have been evaluated using a combination of electron pulse radiolysis/absorption spectroscopy and steady-state radiolysis/high-performance liquid chromatography measurements. For sulfamethazine, sulfamethizole
Coordination chemistry of sulfamethizole: crystal structures of [Cu (sulfamethizolate) 2 (py) 2 (OH 2)]? H 2 O,[M (sulfamethizolate) 2 (py) 2 (OH 2) 2][M= Co and Ni] and {Cu (sulfamethizolate) 2 (dmf) 2}?.
Borras E, et al.
Polyhedron, 19(15), 1859-1866 (2000)
Pia Klarskov et al.
Obstetrics and gynecology, 122(1), 105-110 (2013-06-08)
To investigate the association between maternal use of sulfamethizole near term and the risk of neonatal jaundice. We conducted a nationwide population-based retrospective cohort study using Danish registers. All Danish women giving birth between 1995 and 2007 were included from
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