Cefuroxime for uti

Cefuroxime

Antibiotic medication

Pharmaceutical compound

Trade namesZinacef, others
AHFS/Drugs.comMonograph
MedlinePlusa601206
License data
Routes of
administration
Intramuscular, intravenous, by mouth
Drug classSecond-generation cephalosporin
ATC code
Legal status
Bioavailability37% on an empty stomach, up to 52% if taken after food
Elimination half-life80 minutes
ExcretionUrine 66–100% unchanged

IUPAC name

  • (6R,7R)-3-{[(Aminocarbonyl)oxy]methyl}-7-{[(2Z)-2-(2-furyl)-2-(methoxyimino)acetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.054.127
FormulaC16H16N4O8S
Molar mass424.38 g·mol−1
3D model (JSmol)

SMILES

  • O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)C(=N\OC)\c3occc3)COC(=O)N)C(=O)O

InChI

  • InChI=1S/C16H16N4O8S/c1-26-19-9(8-3-2-4-27-8)12(21)18-10-13(22)20-11(15(23)24)7(5-28-16(17)25)6-29-14(10)20/h2-4,10,14H,5-6H

    Treatment of enteric fever (typhoid and paratyphoid fever) with cephalosporins

    Abstract

    Background

    Typhoid and paratyphoid (enteric fever) are febrile bacterial illnesses common in many low‐ and middle‐income countries. The World Health Organization (WHO) currently recommends treatment with azithromycin, ciprofloxacin, or ceftriaxone due to widespread resistance to older, first‐line antimicrobials. Resistance patterns vary in different locations and are changing over time. Fluoroquinolone resistance in South Asia often precludes the use of ciprofloxacin. Extensively drug‐resistant strains of enteric fever have emerged in Pakistan. In some areas of the world, susceptibility to old first‐line antimicrobials, such as chloramphenicol, has re‐appeared. A Cochrane Review of the use of fluoroquinolones and azithromycin in the treatment of enteric fever has previously been undertaken, but the use of cephalosporins has not been systematically investigated and the optimal choice of drug and duration of treatment are uncertain.

    Objectives

    To evaluate the effectiveness of cephalosporins

    Cefixime

    A third generation cephalosporin antibiotic

    Pharmaceutical compound

    Trade namesSuprax, others[1]
    AHFS/Drugs.comMonograph
    MedlinePlusa690007
    License data
    Routes of
    administration
    By mouth
    ATC code
    Legal status
    Bioavailability30 to 50%[5]
    Protein bindingApproximately 60%
    Elimination half-lifeVariable
    Average 3 to 4 hours
    ExcretionKidney and biliary

    IUPAC name

    • (6R,7R)-7-{[2-(2-Amino-1,3-thiazol-4-yl)-2-(carboxymethoxyimino)acetyl]amino}-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

    CAS Number
    PubChemCID
    DrugBank
    ChemSpider
    UNII
    KEGG
    ChEBI
    ChEMBL
    CompTox Dashboard(EPA)
    ECHA InfoCard100.119.331
    FormulaC16H15N5O7S2
    Molar mass453.44 g·mol−1
    3D model (JSmol)

    SMILES

    • O=C2N1/C(=C(/C=C)CS[C@@H]1[C@@H]2NC(=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,(H2,17,1

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