Cefazolin: Difference between revisions
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{{Chem infobox | |||
|align=right | |||
|image=[[Image:Cefazolin.jpg|right|thumb|350px|{{#ifexist:Template:Cefazolin.jpg/credit|{{Cefazolin.jpg/credit}}<br/>|}}]] | |||
|width=350px | |||
|molname=cefazolin | |||
|synonyms=cefazoline, cephazolin, CEZ | |||
|molformula= C<sub>14</sub>H<sub>14</sub>N<sub>8</sub>O<sub>4</sub>S<sub>3</sub> | |||
|molmass=454.5072 | |||
|uses=antibiotic drug | |||
|properties=beta-lactam | |||
|hazards=see drug interactions | |||
|iupac= see chemistry section | |||
|casnumber=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 [[parenterally]]. | |||
== Mechanism of action == | |||
Like other cephalosporins and [[penicillin]]s, cefazolin binds to [[penicillin-binding protein]]s thus interfering with the final stage of bacterial cell wall synthesis, the peptidoglycan layer, and causing [[autolysis]] of the cells by [[autolysin]]s 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 C<sub>14</sub>H<sub>14</sub>N<sub>8</sub>O<sub>4</sub>S<sub>3</sub> and molecular mass 454.5072 g/mol. It is a cephalosporin and contains a [[beta-lactam]] moiety. | |||
== External links == | |||
* {{DailyMed}} | |||
* {{MedMaster}} | |||
* {{DrugBank}} | |||
Revision as of 17:39, 24 April 2008
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| cefazolin | |||||||
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| Uses: | antibiotic drug | ||||||
| Properties: | beta-lactam | ||||||
| Hazards: | see drug interactions | ||||||
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'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 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
- Cefazolin - FDA approved drug information (drug label) from DailyMed (U.S. National Library of Medicine).
- Template:MedMaster
- Template:DrugBank