Cefpodoxime: Difference between revisions

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'''Cefpodoxime''' is a third-generation [[cephalosporin]] [[antibiotic]] useful against many [[Gram-postitive]] and [[Gram-negative]] [[bacteria]], including [[enteric]] bacteria and other [[eubacteria]].  However, cefpodoxime cannot be used to treat ''[[Pseudomonas aeruginosa]]'', ''[[Enterococcus]]'', and ''[[Bacteroides fragilis]]''.
'''Cefpodoxime''' is a third-generation [[cephalosporin]] [[antibiotic]] useful against many [[Gram-postitive]] and [[Gram-negative]] [[bacteria]], including [[enteric]] bacteria and other [[eubacteria]].  However, cefpodoxime cannot be used to treat ''[[Pseudomonas aeruginosa]]'', ''[[Enterococcus]]'', and ''[[Bacteroides fragilis]]''.
Cefpodoxime proxetil is an oral prodrug that becomes de-esterified into the cefpodoxime, the active metabolite.
Cefpodoxime proxetil is an oral prodrug that becomes de-esterified into the cefpodoxime, the active metabolite.
== Mechanism of action ==
Like other [[cephalosporin]]s and [[peniciillin]]s, cefpodoxime inhibits the proper formation of bacterial cells walls in the last stage of cell wall synthesis.  Because cefpodoxime is stable against many beta-[[lactamase]]s,  many organisms that are resistant to penicillins and cephalosporins, due to their beta-lactamase production, may be susceptible to cefpodoxime. Some extended-spectrum beta-lactamases may inactivate cefpodoxime.
== Chemistry ==
The systematic IUPAC chemical name for cefpodoxime is <nowiki>(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid</nowiki>, and its chemical formula, C<sub>15</sub>H<sub>17</sub>N<sub>5</sub>O<sub>6</sub>S<sub>2</sub>, gives is a molecular mass of 427.4554 g/mol.  Like other cephalosporins and the penicillins, cefpodoxime contains a beta-[[lactam]] as the active functional group, subject to ring opening and irreversible binding via [[acylation]] to penicillin binding proteins 1A/1B.
== Hazards ==
Patients with known allergies to penicillins or other cephalosporins should not take cefpodoxime, as this may result in a serious allergic reaction.  Contact a physician immediately if any of the follow symptoms occur: hives, itching, skin rash, sore throat or mouth, swallowing or breathing difficulties, such as wheezing, or a vaginal infection.  Take should be taken when using this drug in combination with [[anticoagulant]]s.
== Brand names ==
*Vantin®
*Banan®
*Doxef®
*Orelox®
*Otreon®
*Podomexef®
{{CZMed}}

Revision as of 16:31, 5 April 2009

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Cefpodoxime..jpg
cefpodoxime
IUPAC name: see Chemistry
Synonyms: cefpodoxime proxetil
Formula: C15H17N5O6S2
 Uses: antibiotic drug
 Properties: cephalosporin beta-lactam
 Hazards: allergic reactions
Mass (g/mol): CAS #:
427.4554 82619-04-3


Cefpodoxime is a third-generation cephalosporin antibiotic useful against many Gram-postitive and Gram-negative bacteria, including enteric bacteria and other eubacteria. However, cefpodoxime cannot be used to treat Pseudomonas aeruginosa, Enterococcus, and Bacteroides fragilis. Cefpodoxime proxetil is an oral prodrug that becomes de-esterified into the cefpodoxime, the active metabolite.

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