Cefoxitin

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Cefoxitin
Cefoxitin.svg
Systematic (IUPAC) name
(6S,7R)-4-(carbamoyloxymethyl)-7-methoxy-
8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-
1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
Trade namesMefoxin
AHFS/Drugs.commonograph
MedlinePlusa682737
Pregnancy cat.B
Legal status?
RoutesIV
Pharmacokinetic data
Metabolismminimal
Half-life41-59 min
Excretion85% urine
Identifiers
CAS number35607-66-0 YesY
ATC codeJ01DC01
PubChemCID 441199
DrugBankDB01331
ChemSpider389981 YesY
UNII6OEV9DX57Y YesY
KEGGD02345 N
ChEBICHEBI:209807 N
ChEMBLCHEMBL996 N
Chemical data
FormulaC16H17N3O7S2 
Mol. mass427.454 g/mol
 N (what is this?)  (verify)
 
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Cefoxitin
Cefoxitin.svg
Systematic (IUPAC) name
(6S,7R)-4-(carbamoyloxymethyl)-7-methoxy-
8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-
1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
Trade namesMefoxin
AHFS/Drugs.commonograph
MedlinePlusa682737
Pregnancy cat.B
Legal status?
RoutesIV
Pharmacokinetic data
Metabolismminimal
Half-life41-59 min
Excretion85% urine
Identifiers
CAS number35607-66-0 YesY
ATC codeJ01DC01
PubChemCID 441199
DrugBankDB01331
ChemSpider389981 YesY
UNII6OEV9DX57Y YesY
KEGGD02345 N
ChEBICHEBI:209807 N
ChEMBLCHEMBL996 N
Chemical data
FormulaC16H17N3O7S2 
Mol. mass427.454 g/mol
 N (what is this?)  (verify)

Cefoxitin is a cephamycin antibiotic developed by Merck & Co., Inc., often grouped with the second−generation cephalosporins. It is sold under the brand name Mefoxin.

Microbiology[edit]

Cefoxitin acts by interfering with cell wall synthesis. Its activity spectrum includes a broad range of gram-negative and gram-positive bacteria including anaerobes. It is inactive in vitro to most strains of Pseudomonas aeruginosa and many strains of Enterobacter cloacae. Staphylococci resistant to methicillin/oxacillin should be considered resistant to cefoxitin. [1]

Cefoxitin is considered to be a strong beta-lactamase inducer, as are certain other antibiotics (such as imipenem).[2]

Spectrum of Bacterial Susceptibility[edit]

Cefoxitin has a broad spectrum of activity and has been used in the treatment of skin, bone, respiratory and urinary tract infections. Susceptible bacteria include some Staphylococci, Enterococci, Streptococci, and others. The following represents MIC susceptibility data for a few medically significant microorganisms.

[3]

References[edit]

  1. ^ Mefoxin Official FDA information at Drugs.com
  2. ^ Phillips I, Shannon K (1993). "Importance of beta-lactamase induction". Eur J Clin Microbiol Infect Dis. 12 Suppl 1: S19–26. PMID 8477758. 
  3. ^ http://www.toku-e.com/Assets/MIC/Cefoxitin.pdf