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Cefoxitin

Catalog No. DB01331 Name DrugBank
CAS Number 35607-66-0 Website http://www.ualberta.ca/
M. F. C16H17N3O7S2 Telephone (780) 492-3111
M. W. 427.45208 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 1165

SYNONYMS

IUPAC name
(6R,7S)-3-[(carbamoyloxy)methyl]-7-methoxy-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
IUPAC Traditional name
mefoxitin
Brand Name
Mefoxitin
Mefoxin

DATABASE IDS

PubChem SID 46505845
CAS Number 35607-66-0
PubChem CID 441199

PROPERTIES

Hydrophobicity(logP) -0.02 [SANGSTER (1993)]

DETAILS

Description (English)
Item Information
Drug Groups approved
Description Cefoxitin is a semi-synthetic, broad-spectrum cepha antibiotic for intravenous administration. It is derived from cephamycin C, which is produced by Streptomyces lactamdurans.
Indication For the treatment of serious infections caused by susceptible strains microorganisms.
Pharmacology Cefoxitin is a cephamycin antibiotic often grouped with the second-generation cephalosporins. It is active against a broad range of gram-negative bacteria including anaerobes. The methoxy group in the 7a position provides cefoxitin with a high degree of stability in the presence of beta-lactamases, both penicillinases and cephalosporinases, of gram-negative bacteria.
Toxicity The acute intravenous LD50 in the adult female mouse and rabbit was about 8.0 g/kg and greater than 1.0 g/kg, respectively. The acute intraperitoneal LD50 in the adult rat was greater than 10.0 g/kg.
Affected Organisms
Enteric bacteria and other eubacteria
Biotransformation Minimal (approximately 85 percent of cefoxitin is excreted unchanged by the kidneys over a 6-hour period).
Half Life The half-life after an intravenous dose is 41 to 59 minutes.
Elimination Approximately 85 percent of cefoxitin is excreted unchanged by the kidneys over a 6-hour period, resulting in high urinary concentrations. Cefoxitin passes into pleural and joint fluids and is detectable in antibacterial concentrations in bile.
External Links
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REFERENCES