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QuickView for Cefazolin (compound)


PubChem
Name: Cefazolin
PubChem Compound ID: 2618
Description: A semisynthetic cephalosporin analog with broad-spectrum antibiotic action due to inhibition of bacterial cell wall synthesis. It attains high serum levels and is excreted quickly via the urine.
Molecular formula: C14H14N8O4S3
Molecular weight: 454.51 g/mol
Synonyms:
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[ (5-methyl-1,3, 4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[(1H-tetrazol-1-ylacetyl)am ino]-, monosodium salt, (6R-trans)-; BAS 00911336; Cefazil; 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[(5-methyl-1,3, 4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-[[(1H-tetrazol-1-yl)acetyl] amino]-, monosodium salt (6R-trans)-; CEFAZOLIN SODIUM; Sodium (6R, 7R)-3-[[(5-methyl-1,3, 4-thiadiazol-2-yl)thio]methyl]-8-oxo-7-Ancef; 27164-46-1; NSC291561; SKandF 41558; Kefzol.
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DrugBank
Identification
Name: Cefazolin
Name (isomeric): DB01327
Drug Type: small molecule
Description: A semisynthetic cephalosporin analog with broad-spectrum antibiotic action due to inhibition of bacterial cell wall synthesis. It attains high serum levels and is excreted quickly via the urine.
Synonyms:
Cephazolin; Cefazolin sodium; CEZ; Cefazoline
Brand: Ancef
Category: Cephalosporins, Anti-Bacterial Agents
CAS number: 25953-19-9
Pharmacology
Indication: Mainly used to treat bacterial infections of the skin. It can also be used to treat moderately severe bacterial infections involving the lung, bone, joint, stomach, blood, heart valve, and urinary tract. It is clinically effective against infections caused by staphylococci and streptococci species of Gram positive bacteria. May be used for surgical prophylaxis; if required metronidazole may be added to cover B. fragilis.
Pharmacology: Cefazolin (also known as cefazoline or cephazolin) is a semi-synthetic first generation cephalosporin for parenteral administration. Cefazolin has broad-spectrum antibiotic action due to inhibition of bacterial cell wall synthesis. It attains high serum levels and is excreted quickly via the urine.
Mechanism of Action:
In vitro tests demonstrate that the bactericidal action of cephalosporins results from inhibition of cell wall synthesis. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, it inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolyti...
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Absorption: Not absorbed from GI tract. Must be administered parenterally. Peak serum concentrations attained 1-2 hours post intramuscular injection.
Protein binding: 74-86%
Biotransformation: Not metabolized.
Route of elimination: Cefazolin is present in very low concentrations in the milk of nursing mothers. Cefazolin is excreted unchanged in the urine. In the first six hours approximately 60% of the drug is excreted in the urine and this increases to 70%-80% within 24 hours.
Half Life: The serum half-life is approximately 1.8 hours following IV administration and approximately 2.0 hours following IM administration.
Affected organisms: Enteric bacteria and other eubacteria
Interactions
Drug interaction:
TobramycinIncreased risk of nephrotoxicity
AmikacinIncreased risk of nephrotoxicity
NetilmicinIncreased risk of nephrotoxicity
ProbenecidProbenecid may increase the serum level of cefazolin.
GentamicinIncreased risk of nephrotoxicity

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