An internal standard for the quantification of cefuroxime
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Unlabeled Version(s)
23627Cefuroxime (sodium salt)
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Cefuroxime-d3

Item No. 31163

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(6R,7R)-3-((carbamoyloxy)methyl)-7-((Z)-2-(furan-2-yl)-2-((methoxy-d3)imino)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS Number
1803240-98-3
Molecular Formula
C16H13D3N4O8S
Formula Weight
427.4
Purity
≥99% deuterated forms (d1-d3)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: slightly solubleMethanol: slightly, heated
SMILES
O=C(OCC(CS[C@@]1([C@@H](C(N21)=O)NC(/C(C3=CC=CO3)=N\OC([2H])([2H])[2H])=O)[H])=C2C(O)=O)N
InChi Code
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,5-6H2,1H3,(H2,17,25)(H,18,21)(H,23,24)/b19-9-/t10-,14-/m1/s1/i1D3
InChi Key
JFPVXVDWJQMJEE-QDGUUNGESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $512

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    Product Description

    Cefuroxime-d3 is intended for use as an internal standard for the quantification of cefuroxime (Item No. 23627) by GC- or LC-MS. Cefuroxime is a cephalosporin antibiotic with broad-spectrum activity against Gram-positive and Gram-negative bacteria including S. pyogenes, S. pneumoniae, S. viridans, E. coli, P. mirabilis, H. influenzae, and N. gonorrhoeae (mean MICs = 0.005-8.2 μg/ml).1 Like other cephalosporins, cefuroxime inhibits peptidoglycan crosslinking and bacterial cell wall synthesis.2 It is resistant to hydrolysis by bacterial β-lactamases, increasing its efficacy against β-lactamase-producing Gram-negative bacteria.3 Cefuroxime is protective against Gram-positive and Gram-negative infections in vivo with mean ED50 values ranging from 2 to 35 and 1 to 55 mg/kg, in mice and rats, respectively.4 Formulations containing cefuroxime have been used to treat urinary tract infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. O'Callaghan, C.H., Sykes, R.B., Griffiths, A., et al. Cefuroxime, a new cephalosporin antibiotic: Activity in vitro. Antimicrob. Agents Chemother. 9(3), 511-519 (1976).

    2. Curtis, N.A.C., Hughes, J.M., and Ross, G.W. Inhibition of peptidoglycan cross-linking in growing cells of Escherichia coli by penicillins and cephalosporins, and its prevention by R factor-mediated beta-lactamase. Antimicrob. Agents Chemother. 9(2), 208-213 (1976).

    3. Richmond, M.H., and Wotton, S. Comparative study of seven cephalosporins: Susceptibility to beta-lactamases and ability to penetrate the surface layers of Escherichia coli. Antimicrob. Agents Chemother. 10(2), 219-222 (1976).

    4. Ryan, D.M., O'Callaghan, C.H., and Muggleton, P.W. Cefuroxime, a new cephalosporin antibiotic: Activity in vivo. Antimicrob. Agents Chemother. 9(3), 520-525 (1976).