Cefazolin

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cefazolin
IUPAC name: see chemistry section
Synonyms: cefazoline, cephazolin, CEZ
Formula: C14H14N8O4S3

 Uses: antibiotic drug

 Properties: beta-lactam

 Hazards: see drug interactions

Mass (g/mol): CAS #:
454.5072 25953-19-9


Cefazolin, also called cefazoline, cephazolin or CEZ, is a semisynthetic cephalosporin antibiotic sold under the brand name Ancef®. It is primarily used to treat bacterial skin infections, but can be used to treat moderately severe bacterial infections involving the lungs, bones, joints, stomach, blood, heart valves or the urinary tract. It is effective against staphylococci and streptococci species of Gram-positive bacteria. It is given by IV (parenterally).

Mechanism of action

Like other cephalosporins and penicillins, cefazolin binds to penicillin-binding proteins thus interfering with the final stage of bacterial cell wall synthesis, the peptidoglycan layer, and causing autolysis of the cells by autolysins enzymes.

Chemistry

Cefazolin has the IUPAC chemical name (7R)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl) acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, molecular formula C14H14N8O4S3 and molecular mass 454.5072 g/mol. It is a cephalosporin and contains a beta-lactam moiety.

External links

The most up-to-date information about Cefazolin and other drugs can be found at the following sites.