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C7145

Sigma-Aldrich

Cefamandole sodium salt

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About This Item

Linear Formula:
C18H17N6O5S2Na
CAS Number:
Molecular Weight:
484.48
EC Number:
MDL number:
UNSPSC Code:
51101500
PubChem Substance ID:

mode of action

cell wall synthesis | interferes

SMILES string

[Na+].Cn1nnnc1SCC2=C(N3C(SC2)[C@H](NC(=O)[C@H](O)c4ccccc4)C3=O)C([O-])=O

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General description

Chemical structure: ß-lactam

Application

Cefamandole is used to study antibiotic resistance, the effects of expression and inhibition of penicillin-binding proteins, and the cooperation of antibiotics with host defence mechanisms .
Cefamandole is used to study the effects of expression and inhibition of PBP 2A and other penicillin-binding proteins (PDPs) on bacterial cell wall mucopeptide synthesis.

Biochem/physiol Actions

Cefamandole, a cephalosporin antibiotic, disrupts the synthesis of the peptidoglycan layer of bacterial cell walls. As Cefamandole is broken down in the body, it releases free N-methylthiotetrazole, which can cause hypoprothrombinemia .

pictograms

Health hazardExclamation mark

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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A Andreana et al.
Antimicrobial agents and chemotherapy, 25(2), 182-186 (1984-02-01)
Our purpose was to study whether treatment of Escherichia coli with subinhibitory concentrations of either cefamandole or gentamicin could change bacterial susceptibility to the serum bactericidal effect and to the phagocytic and killing activity of the rat liver reticuloendothelial system.
Stork CM
Antibiotics, Antifungals, and Antivirals, 847-847 (2006)
T D Gootz et al.
The Journal of infectious diseases, 146(1), 34-42 (1982-07-01)
Studies were performed to characterize resistance to cefamandole in two strains of Enterobacter cloacae. Susceptible wild-type cells were exposed either to cefamandole to select stably resistant mutants or to cefoxitin to induce unstable resistance. The two types of resistant cells

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