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Merck
CN

PHR1126

Sulfamethoxazole

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

4-Amino-N-(5-methyl-3-isoxazolyl)benzenesulfonamide, N1-(5-Methylisoxazol-3-yl)sulfanilamide

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About This Item

Empirical Formula (Hill Notation):
C10H11N3O3S
CAS Number:
723-46-6
Molecular Weight:
253.28
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329823147
EC Number:
211-963-3
Beilstein/REAXYS Number:
6732984
MDL number:
MFCD00010546

Key Documents

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Product Name

Sulfamethoxazole, Pharmaceutical Secondary Standard; Certified Reference Material

InChI key

JLKIGFTWXXRPMT-UHFFFAOYSA-N

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)

SMILES string

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

grade

certified reference material
pharmaceutical secondary standard

agency

USP 1631001
traceable to Ph. Eur. S2100000

API family

sulfamethoxazole

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-30°C

Quality Level

300

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Analysis Note

These secondary standards offer multi-traceability to the USP and EP primary standards, where they are available.

Application

Sulfamethoxazole may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by square-wave voltammetry, and visible/UV spectrophotometry.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

General description

Certified pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to in-house working standards. Sulfamethoxazole is one of the most effective sulfa drugs used for treating urinary infections in humans.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.
To see an example of a Certificate of Analysis for this material enter LRAA6910 in the slot below. This is an example certificate only and may not be the lot that you receive.

pictograms

Health hazardEnvironment
GHS08,GHS09

signalword

Warning

Hazard Classifications

Aquatic Chronic 2 - Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Determination of sulfamethoxazole and trimethoprim in pharmaceuticals by visible and UV spectrophotometry.
Shamsa F and Amani L
Iranian Journal of Pharmaceutical Research : IJPR, 31-36 (2010)
Electroanalytical determination of sulfadiazine and sulfamethoxazole in pharmaceuticals using a boron-doped diamond electrode.
Souza CD, et al.
Sensors and Actuators B, Chemical, 135(1), 66-73 (2008)
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
Alexandra G Gonçalves et al.
Journal of hazardous materials, 239-240, 167-174 (2012-09-27)
Two carbon materials (multi-walled carbon nanotubes, MWCNTs, and activated carbon) were investigated as ozonation catalysts for the mineralization of the antibiotic sulphamethoxazole (SMX). MWCNTs presented a higher catalytic performance than activated carbons, which was justified by their differences in surface
Hao Zheng et al.
Environmental pollution (Barking, Essex : 1987), 181, 60-67 (2013-07-03)
Sorption of sulfonamides on biochars is poorly understood, thus sulfamethoxazole (SMX) sorption on biochars produced at 300-600 °C was determined as a function of pH and SMX concentration, as well as the inorganic fractions in the biochars. Neutral SMX molecules
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