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Merck
CN

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
Beilstein:
6732984
EC Number:
211-963-3
MDL number:
MFCD00010546
UNSPSC Code:
41116107
PubChem Substance ID:
329824585
NACRES:
NA.24

Key Documents

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Quality Level

100

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)

storage temp.

2-8°C

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, 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

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.

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000506022
0000506022
0000480305
0000478174
0000478174

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Drugs: Synonyms and Properties (2017)
Sulfamethoxazole abatement by means of ozonation
Journal of Hazardous Materials, 150(3), 790-794 (2008)
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)
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
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
View All Related Papers

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