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Merck

S7507

Sulfamethoxazole

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:
329824585
EC Number:
211-963-3
Beilstein/REAXYS Number:
6732984
MDL number:
MFCD00010546

Key Documents

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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

SMILES string

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

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)

storage temp.

2-8°C

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Sulfamethoxazole is used as an analytical reference standard for the quantification of the analyte in milk samples using analytical and microbiological assay technique.

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.

General description

Sulfamethoxazole is a bacteriostatic antibiotic, belonging to the class of sulfonamides. It is widely used in the treatment of pneumocystis, coccidiosis, gastroenteritis, diarrhea, respiratory diseases such as pneumonia, etc.

pictograms

Health hazardEnvironment
GHS08,GHS09

signalword

Warning

Hazard Classifications

Aquatic Chronic 2 - Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH3594
BCCF8923
BCCD8940
BCCD1113
BCCC6391

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Sulfamethoxazole abatement by means of ozonation
Journal of Hazardous Materials, 150(3), 790-794 (2008)
Drugs: Synonyms and Properties (2017)
Use of chemometric techniques to design a microbiological method for sulfonamide detection in milk
Nagel.GO, et al.
Czech Journal of Food Sciences, 31(6), 627-632 (2013)
Detection limits of antimicrobials in ewe milk by Delvotest photometric measurements
Althaus R, et al.
Journal of Dairy Science, 86(2), 457-463 (2003)
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
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