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Cefoxitin

Cefoxitin Structure
CAS No.
35607-66-0
Chemical Name:
Cefoxitin
Synonyms
cfx;C06887;Mefoxin;CEFOXITIN;Rephoxitin;cephoxitin;Cefoxitinum;CEFOXITIN ACID;Cefoxitin (500 mg);Cefoxitin(Mefoxin)
CBNumber:
CB9490581
Molecular Formula:
C16H17N3O7S2
Molecular Weight:
427.45
MOL File:
35607-66-0.mol
MSDS File:
SDS
Modify Date:
2023/5/18 11:31:21

Cefoxitin Properties

Melting point 149-150℃
Boiling point 843℃
Density 1.4441 (rough estimate)
refractive index 1.6390 (estimate)
RTECS XI0386500
Flash point >110°(230°F)
storage temp. 2-8°C
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka 2.2(at 25℃)
color White to Off-White
Water Solubility Predicted solubility in water is less than 0.2mg/ml
CAS DataBase Reference 35607-66-0(CAS DataBase Reference)
EPA Substance Registry System Cefoxitin (35607-66-0)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H317
Precautionary statements  P261-P280g-P302+P352a-P321-P333+P313-P501a
RIDADR  3077
HazardClass  9
PackingGroup  III
HS Code  30032013

Cefoxitin price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemicals (India) C3598 Cefoxitin 35607-66-0 1G ₹4900 2022-05-26 Buy
TCI Chemicals (India) C3598 Cefoxitin 35607-66-0 5G ₹8200 2022-05-26 Buy
Product number Packaging Price Buy
C3598 1G ₹4900 Buy
C3598 5G ₹8200 Buy

Cefoxitin Chemical Properties,Uses,Production

Description

Cefoxitin contains the same C-7 side chain as cephalothin and the same C-3 side chain as cefuroxime. The most novel chemical feature of cefoxitin is the possession of an α-oriented methoxyl group in place of the normal H-atom at C-7. This increased steric bulk conveys very significant stability against β-lactamases. The inspiration for these functional groups was provided by the discovery of the naturally occurring antibiotic cephamycin C derived from fermentation of Streptomyces lactamdurans. Cephamycin C itself has not seen clinical use but, rather, has provided the structural clue that led to useful agents such as cefoxitin. Agents that contain this 7α methoxy group are commonly referred to as cephamycins. Ingenious chemical transformations now enable synthetic introduction of such a methoxy group into cephalosporins lacking this feature.

Uses

Cefoxitin?is a semisynthetic, broad-spectrum second-generation cephalosporin with antibacterial activity. The activity of cefoxitin results in the weakening of the bacterial cell wall and causes cell lysis. Cefoxitin acts by interfering with cell wall synthesis. Its activity spectrum includes a broad range of gram-negative and gram-positive bacteria including anaerobes.

Antimicrobial activity

Most Gram-positive bacilli are susceptible, but L. monocytogenes is resistant. It is resistant to many Gramnegative β-lactamases and is active against organisms elaborating them, including some Citrobacter, Providencia, Serratia and Acinetobacter spp. Enterobacter spp. are resistant. It is moderately active against Bacteroides spp., but considerable strain variation in susceptibility occurs.

Acquired resistance

Resistant strains of Bacteroides, some of which produce β-lactamases that hydrolyze cefoxitin, have been described. Resistance may be transferable to other Bacteroides spp. It is a potent inducer of chromosomal cephalosporinases of certain Gram-negative bacilli and can antagonize the effect of cefotaxime and other β-lactam agents.

Clinical Use

As for other group 3 cephalosporins, with particular emphasis on mixed infections including anaerobes, notably abdominal and pelvic sepsis. In considering its use, its low activity against aerobic Gram-positive cocci should be noted.

Side effects

Reactions are those common to cephalosporins. Pain on intramuscular, and thrombophlebitis on intravenous, injection occur. Substantial changes can occur in the fecal flora, with virtual eradication of susceptible enterobacteria and non- fragilis Bacteroides, and appearance of, or increase in, yeasts, enterococci and other resistant bacteria including C. difficile. Development of meningitis due to H. influenzae and Str. pneumoniae in patients treated for other infections has been observed.

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