A prodrug form of cephamandole
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Active Metabolite(s)
18138Cefamandole (sodium salt)
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Cefamandole Nafate

Item No. 23988

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(6R,7R)-7-[[(2R)-2-(formyloxy)-2-phenylacetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, monosodium salt
CAS Number
42540-40-9
Synonyms
  • NSC 299588
Molecular Formula
C19H17N6O6S2 • Na
Formula Weight
512.5
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
272 nm
SMILES
O=C(N[C@@H]1C(N2[C@]1([H])SCC(CSC3=NN=NN3C)=C2C([O-])=O)=O)[C@H](OC=O)C4=CC=CC=C4.[Na+]
InChi Code
InChI=1S/C19H18N6O6S2.Na/c1-24-19(21-22-23-24)33-8-11-7-32-17-12(16(28)25(17)13(11)18(29)30)20-15(27)14(31-9-26)10-5-3-2-4-6-10;/h2-6,9,12,14,17H,7-8H2,1H3,(H,20,27)(H,29,30);/q;+1/p-1/t12-,14-,17-;/m1./s1
InChi Key
ICZOIXFFVKYXOM-YCLOEFEOSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Cefamandole nafate is a formate ester prodrug form of the cephalosporin antibiotic cefamandole (Item No. 18138).1 Cefamandole nafate inhibits the growth of E. cloacae, E. coli, K. pneumoniae, P. mirabilis, P. vulgaris, P. morganii, S. aureus, and S. pyogenes in vitro (MICs = 0.1-50 μg/ml). In vivo, cefamanadole nafate protects against E. cloacae, E. coli, K. pneumoniae, P. mirabilis, P. vulgaris, P. morganii, S. aureus, and S. pyogenes infection in mice (ED50s = 0.3-334 mg/kg). Cefamandole (500 mg/kg) also protects against nephrotoxicity induced by the aminoglycoside antibiotic tobramycin (Item No. 14596) in rats.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Miller, A.K., Celozzi, E., Pelak, B.A., et al. Correlation of in vitro susceptibility with in vivo efficacy in mice for cefoxitin in comparison with cephalosporins. J. Antimicrob. Chemother. 5(5), 569-579 (1979).

    2. Wold, J.S., Turnipseed, S.A., Broddle, W.D., et al. Effect of cefamandole nafate on the toxicity of tobramycin. Antimicrob. Agents Chemother. 12(4), 465-469 (1977).