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Merck

C4786

Supelco

Cefoxitin sodium salt

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About This Item

Fórmula empírica (notación de Hill):
C16H16N3NaO7S2
Número de CAS:
Peso molecular:
449.43
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

form

powder or granules

Quality Level

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

storage temp.

2-8°C

SMILES string

[Na+].CO[C@]2(NC(=O)Cc1cccs1)C3SCC(COC(N)=O)=C(N3C2=O)C([O-])=O

InChI

1S/C16H17N3O7S2.Na/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12(21)22)8(6-26-15(17)24)7-28-14(16)19;/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,20)(H,21,22);/q;+1/p-1/t14-,16+;/m1./s1

InChI key

GNWUOVJNSFPWDD-XMZRARIVSA-M

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General description

Cefoxitin is a β-lactam that belongs to the group of cephamycin antibiotics and is considered a 2nd generation cephalosporin. It shows resistance to β-lactamases and is used to treat a broad spectrum of bacterial infections caused by gram-positive and gram-negative bacteria, such as bronchitis, pharyngitis, meningitis, and urinary tract infection among others. It is used for intravenous and intramuscular injections. It is found to be active against Bacteroides and is therapeutically used for the treatment of mixed aerobic-anaerobic infections.

Application

The analytical standard can be used to:
  • Determine cefoxitin sodium using four stability-indicating spectrophotometric methods in the presence of its alkaline degradation products in its pure form and pharmaceutical dosage forms
  • Separate and measure cefoxitin sodium in commercial drug products by high-performance liquid chromatography (HPLC)

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1B

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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Certificados de análisis (COA)

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Methicillin-resistant Staphylococcus aureus screening by online immunometric monitoring of bacterial growth under selective pressure.
Stenholm T, et al.
Antimicrobial Agents and Chemotherapy, 53(12), 5088-5094 (2009)
Spectrofluorimetric analysis of cefoxitin in pharmaceutical dosage
Talanta, 41(4), 557-563 (1994)
Antibiotic and chemotherapy e-book, 14(3), 257-266 (2010)
Raphaël Lepeule et al.
Antimicrobial agents and chemotherapy, 56(3), 1376-1381 (2012-01-05)
We investigated the efficiency of the cephamycin cefoxitin as an alternative to carbapenems for the treatment of urinary tract infections (UTIs) due to Escherichia coli producing CTX-M-type extended-spectrum β-lactamases. The susceptible, UTI-inducing E. coli CFT073-RR strain and its transconjugant CFT073-RR
Olga Snitser et al.
Nature communications, 11(1), 6038-6038 (2020-11-29)
Community-associated methicillin-resistant Staphylococcus aureus (CA-MRSA) is threatening public health as it spreads worldwide across diverse environments. Its genetic hallmark, the mecA gene, confers resistance to many β-lactam antibiotics. Here, we show that, in addition, mecA provides a broad selective advantage

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