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Cefixime

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Revision as of 20:41, 10 November 2011 by Beetstra (talk | contribs) (Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'DrugBank').)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) Pharmaceutical compound
Cefixime
Clinical data
Trade namesSuprax
AHFS/Drugs.comMonograph
MedlinePlusa690007
Pregnancy
category
  • B
Routes of
administration
Oral
ATC code
Pharmacokinetic data
Bioavailability40% to 50%
Protein bindingApproximately 60%
Elimination half-lifeVariable
Average 3 to 4 hours
ExcretionRenal and biliary
Identifiers
IUPAC name
  • (6R,7R)-7-{amino}-3-ethenyl-8-oxo-5-thia-
    1-azabicyclooct-2-ene-2-carboxylic acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.119.331 Edit this at Wikidata
Chemical and physical data
FormulaC16H15N5O7S2
Molar mass453.452 g/mol g·mol
3D model (JSmol)
SMILES
  • O=C2N1/C(=C(/C=C)CS12NC(=O)C(=N\OCC(=O)O)/c3nc(sc3)N)C(=O)O
InChI
  • InChI=1S/C16H15N5O7S2/c1-2-6-4-29-14-10(13(25)21(14)11(6)15(26)27)19-12(24)9(20-28-3-8(22)23)7-5-30-16(17)18-7/h2,5,10,14H,1,3-4H2,(H2,17,18)(H,19,24)(H,22,23)(H,26,27)/b20-9-/t10-,14-/m1/s1
  • Key:OKBVVJOGVLARMR-QSWIMTSFSA-N
  (verify)

Cefixime is an oral third generation cephalosporin antibiotic. Cefixime is a cephalosporin antibiotic used to treat infections caused by bacteria such as pneumonia; bronchitis; gonorrhea; and ear, lung, throat, and urinary tract infections. Antibiotics will not work for colds, flu, or other viral infections.

It was sold under the trade name Suprax in the USA until 2003 when it was taken off the market by drug manufacturer Wyeth after its patent expired. The oral suspension form of "Suprax" was re-launched by Lupin in the USA.

Cefixime API is manufactured by many pharmaceutical companies the world over. The major manufacturers are based in India.


References

http://www.nlm.nih.gov/medlineplus/druginfo/meds/a690007.html

Antibacterials active on the cell wall and envelope (J01C-J01D)
β-lactams
(inhibit synthesis
of peptidoglycan
layer of bacterial
cell wall by binding
to and inhibiting
PBPs, a group of
D-alanyl-D-alanine
transpeptidases
)
Penicillins (Penams)
Narrow
spectrum
β-lactamase sensitive
(1st generation)
β-lactamase resistant
(2nd generation)
Extended
spectrum
Aminopenicillins (3rd generation)
Carboxypenicillins (4th generation)
Ureidopenicillins (4th generation)
Other
Carbapenems / Penems
Cephems
Cephalosporins
Cephamycins
Carbacephems
1st generation
2nd generation
3rd generation
4th generation
5th generation
Siderophore
Veterinary
Monobactams
β-lactamase inhibitors
Combinations
Polypeptides
Lipopeptides
Other
  • Inhibits PG elongation and crosslinking: Ramoplanin
Intracellular
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