Cefpodoxime

Cefpodoxime
Cefpodoxime
Systematic (IUPAC) name
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyimino-acetyl]amino}-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
Trade names Vantin
AHFS/Drugs.com monograph
MedlinePlus a698024
Pregnancy cat. B1(AU) B(US)
Legal status ℞-only (US)
Routes Oral
Pharmacokinetic data
Bioavailability 50%
Protein binding 21% to 29%
Metabolism Negligible. Cefpodoxime proxetil is metabolized to cefpodoxime by the liver
Half-life 2 hours
Excretion Renal, unchanged
Identifiers
CAS number 82619-04-3 YesY
ATC code J01DD13
PubChem CID 6335986
DrugBank DB01416
ChemSpider 4891496 YesY
UNII 7R4F94TVGY N
KEGG D07650 YesY
ChEBI CHEBI:3504 N
ChEMBL CHEMBL1672 YesY
Chemical data
Formula C15H17N5O6S2 
Mol. mass 427.458 g/mol
SMILES eMolecules & PubChem
 N(what is this?)  (verify)

Cefpodoxime is an oral third generation cephalosporin antibiotic. It is marketed as the prodrug cefpodoxime proxetil by Pharmacia & Upjohn under the trade name Vantin. It is active against most Gram positive and Gram negative organisms. Notable exceptions include Pseudomonas aeruginosa, Enterococcus, and Bacteroides fragilis. It is commonly used to treat acute otitis media, pharyngitis, and sinusitis. It also finds use as oral continuation therapy when intravenous cephalosporins (such as ceftriaxone) are no longer necessary for continued treatment.

Pfizer, the parent company of Pharmacia & Upjohn, markets cefpodoxime proxetil under the trade name Simplicef for veterinary use. The dose range in dogs is 5–10 mg/kg body weight, administered orally, once a day.

API There are many API producers in world for this molecule and few are based in India. Nectar Lifesciences is one of the leading manufacturers of this API and FDF in India . Neclife is a cGMP compliant company and the products are manufactured in USFDA , EU GMP approved API facilities and finished products are also available in EU GMP Audited Facilities. Neclife claims to have one the biggest capacities of manufacturing of Cephalosporins specifically Intermediates, API, Finished dosage Forms.

Structural formula of cefpodoxime proxetil

External links

v · d · eAntibacterials: cell envelope antibiotics (J01C-J01D)
Intracellular
inhibit peptidoglycan subunit synthesis and transport: NAM synthesis inhibition (Fosfomycin) • DADAL/AR inhibitors (Cycloserine) • bactoprenol inhibitors (Bacitracin)
Glycopeptide
inhibit PG chain elongation: Vancomycin# (Oritavancin, Telavancin) • Teicoplanin (Dalbavancin) • Ramoplanin
β-lactams/
(inhibit PBP
cross-links)
Penicillins/
(penams)

Benzylpenicillin (G)#: Clometocillin • Benzathine benzylpenicillin#  • Procaine benzylpenicillin# • Azidocillin • Penamecillin

Phenoxymethylpenicillin (V)#: Propicillin • Benzathine phenoxymethylpenicillin • Pheneticillin
Penems
Biapenem • Ertapenem • antipseudomonal (Doripenem • Imipenem • Meropenem) • Panipenem
Cefixime# • Ceftriaxone# • antipseudomonal (Ceftazidime# • Cefoperazone) • Cefcapene • Cefdaloxime • Cefdinir • Cefditoren • Cefetamet • Cefmenoxime • Cefodizime • Cefotaxime • Cefpimizole • Cefpiramide • Cefpodoxime • Cefsulodin • Cefteram • Ceftibuten • Ceftiolene • Ceftizoxime • oxacephem (Flomoxef, Latamoxef ‡)
4th (antips-)
Ceftobiprole • Ceftaroline fosamil
Aztreonam • Tigemonam • Carumonam • Tabtoxin
Combinations
Other
polymyxins/detergent (Colistin, Polymyxin B) • depolarizing (Daptomycin) • hydrolyze NAM-NAG (Lysozyme) • Gramicidin

M: BAC

bact (clas)

gr+f/gr+a(t)/gr-p(c)/gr-o

drug(J1p, w, n, m, vacc)
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