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Sulfamethoxazole

VETRANAL®, analytical standard

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Synonym(s):
4-Amino-N-(5-methyl-3-isoxazolyl)benzenesulfonamide, N1-(5-Methylisoxazol-3-yl)sulfanilamide
Empirical Formula (Hill Notation):
C10H11N3O3S
CAS Number:
723-46-6
Molecular Weight:
253.28
Beilstein:
6732984
EC Number:
211-963-3
MDL number:
MFCD00010546
PubChem Substance ID:
329753910
NACRES:
NA.24

grade

analytical standard

Quality Level

100

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

SMILES string

Cc1cc(NS(=O)(=O)c2ccc(N)cc2)no1

InChI

1S/C10H11N3O3S/c1-7-6-10(12-16-7)13-17(14,15)9-4-2-8(11)3-5-9/h2-6H,11H2,1H3,(H,12,13)

InChI key

JLKIGFTWXXRPMT-UHFFFAOYSA-N

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General description

Sulfamethoxazole is a bacteriostatic antibiotic used in treating coccidiosis, diarrhea and gastroenteritis in humans and is also a known veterinary drug. Sulfamethoxazole in combination with trimethoprim is effective in treating pneumonia. Sulfamethoxazole acts by blocking the folic acid metabolism to produce synergistic antibacterial activity.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Sulfamethoxazole may be used as a reference standard for the determination of the analyte in:
  • Bovine milk by high-performance liquid chromatography method.
  • Pharmaceutical formulations and biological samples by capillary electrophoresis (CE) with end-column electrochemical detection (EC).

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Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Health hazardEnvironment
GHS08,GHS09

Signal Word

Warning

Hazard Statements

H361fd - H411

Hazard Classifications

Aquatic Chronic 2 - Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Sulfamethoxazole abatement by means of ozonation.
Dantas RF, et al.
Journal of Hazardous Materials, 150(3), 790-794 (2008)
Determination of sulfadiazine and sulfamethoxazole by capillary electrophoresis with end-column electrochemical detection.
You T, et al.
Analyst, 123(11), 2357-2360 (1998)
High-performance liquid chromatography method for the simultaneous determination of sulfamethoxazole and trimethoprim in bovine milk using an on-line clean-up column.
Pereira, AV and Cass, QB
Journal of Chromatography. B, Biomedical Sciences and Applications, 826(1-2), 139-146 (2005)
Karl J Schreiber et al.
BMC plant biology, 12, 226-226 (2012-11-28)
The sulfanilamide family comprises a clinically important group of antimicrobial compounds which also display bioactivity in plants. While there is evidence that sulfanilamides inhibit folate biosynthesis in both bacteria and plants, the complete network of plant responses to these compounds
Ming Xie et al.
Water research, 47(13), 4567-4575 (2013-06-15)
The impact of humic acid fouling on the membrane transport of two pharmaceutically active compounds (PhACs) - namely carbamazepine and sulfamethoxazole - in forward osmosis (FO) was investigated. Deposition of humic acid onto the membrane surface was promoted by the
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