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Cefdinir

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Revision as of 20:39, 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
Cefdinir
Clinical data
Trade namesOmnicef
AHFS/Drugs.comMonograph
MedlinePlusa698001
Routes of
administration
Oral
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability16% to 21% (dose-dependent)
Protein binding60% to 70%
MetabolismNegligible
Elimination half-life1.7 ± 0.6 hours
ExcretionRenal
Identifiers
IUPAC name
  • 8-amino-4-ethenyl-7-oxo-2-thia-6-
    azabicyclooct-4-ene-5-carboxylic acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.171.145 Edit this at Wikidata
Chemical and physical data
FormulaC14H13N5O5S2
Molar mass395.416 g/mol g·mol
3D model (JSmol)
SMILES
  • O=C2N1/C(=C(/C=C)CS12NC(=O)C(=N\O)/c3nc(sc3)N)C(=O)O
InChI
  • InChI=1S/C14H13N5O5S2/c1-2-5-3-25-12-8(11(21)19(12)9(5)13(22)23)17-10(20)7(18-24)6-4-26-14(15)16-6/h2,4,8,12,24H,1,3H2,(H2,15,16)(H,17,20)(H,22,23)/b18-7-/t8-,12-/m1/s1
  • Key:RTXOFQZKPXMALH-GHXIOONMSA-N
  (verify)

Cefdinir (marketed by Abbott Laboratories under the brand name Omnicef) is a semi-synthetic, broad-spectrum antibiotic in the third generation of the cephalosporin class, proven effective for common bacterial infections of the ear, sinus, throat, and skin. It was approved by the U.S. Food and Drug Administration (FDA) in December 1997.

As of 2008, cefdinir was the highest-selling cephalosporin antibiotic in the United States, with more than US$585 million in retail sales of its generic versions alone.

Mechanism of action

Main article: Cephalosporin

Indications

Therapeutic uses of cefdinir include otitis media, soft tissue infections, and respiratory tract infections, including sinusitis, strep throat, community-acquired pneumonia and acute exacerbations of bronchitis.

Susceptible organisms

Cefdinir is a bacteriocidal antibiotic. It can be used to treat infections caused by several Gram-negative and Gram-positive bacteria.

Side effects

According to the Omnicef website, side effects include "(...) diarrhea, vaginal infections or inflammation, nausea, headache, and abdominal pain."

Available forms

Omnicef 300 mg

Cefdinir is administered orally. It is available as capsules and a suspension. Dosage, schedule, and duration of therapy varies according to the type of infection.

Cefdinir is available as a generic drug.

"Blood" in the Stool

The pediatric version of Omnicef can bind to iron in the digestive tract. In rare cases, this creates a discoloration of the stool to a rust or red color. Some patients may interpret this as blood in the stool, although in reality blood appears dark brown or black in the stool. A doctor's office can perform a simple test on the stool to confirm that it does not have blood. If you simply wait one hour, the red color will remain red, (while real blood will turn black).

On the other hand, if the reddish stool is accompanied by abdominal pain, weight loss, diarrhea, etc., it could be a C. difficile (clostridium difficile) infection caused by the antibiotic. This infection can occur as a result of taking an antibiotic. Talk to your pediatrician immediately to see if you should stop using the antibiotic.

References

  1. Template:PDFlink. Drug Topics (May 26, 2009). Retrieved on July 24, 2009.
  2. "Omnicef capsules Patient Information" (PDF). Abbott Laboratories. 2004. Archived from the original (PDF) on 2006-11-18. Retrieved 2006-11-24. {{cite web}}: Unknown parameter |month= ignored (help)

U.S. Prescribing Information from Omnicef.com

Outside Links

Medline Plus: Cefdinar

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
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Extended
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Aminopenicillins (3rd generation)
Carboxypenicillins (4th generation)
Ureidopenicillins (4th generation)
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Cephems
Cephalosporins
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  • Inhibits PG elongation and crosslinking: Ramoplanin
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