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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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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.

Application

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

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.

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
0000516130
0000516130
0000519647
0000519647
0000506022

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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)
Sulfamethoxazole abatement by means of ozonation
Journal of Hazardous Materials, 150(3), 790-794 (2008)
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
Jih-Tay Hsu et al.
Journal of hazardous materials, 277, 34-43 (2014-03-19)
Antibiotics are commonly used in swine feed to treat and prevent disease, as well as to promote growth. Antibiotics released into the environment via wastewater could accelerate the emergence of antibiotic-resistant bacteria and resistance genes in the surrounding environment. In
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Related Content

Product Information Sheet - S7507

Product Information Sheet

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