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S5632

Sulfamethizole

Name: Sulfamethizole
Brand: SIAL

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

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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Controlled Substances & Illicit Drug Standards

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

GHS07

Signal Word

Warning

Hazard Statements

H317

Precautionary Statements

P280

Hazard Classifications

Skin Sens. 1

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

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Free-radical-induced oxidative and reductive degradation of sulfa drugs in water: absolute kinetics and efficiencies of hydroxyl radical and hydrated electron reactions.

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

(14)N NQR, (1)H NMR and DFT/QTAIM study of hydrogen bonding and polymorphism in selected solid 1,3,4-thiadiazole derivatives.

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

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)

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)

Toxicology profile of N-methyl-D-aspartate antagonists delivered by intrathecal infusion in the canine model.

Tony L Yaksh et al.

Anesthesiology, 108(5), 938-949 (2008-04-24)

Intrathecal N-methyl-d-aspartate antagonists have antihyperalgesic efficacy. The authors examined toxicity in a canine model of chronic lumbar intrathecal infusion. Dogs (10-16 kg) were prepared with lumbar intrathecal catheters connected to vest-mounted pumps (100 microl/h). In phase 1, stepwise incrementations in

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