A cephalosporin antibiotic
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Cefalothin (sodium salt)

Item No. 26063

Technical Information
Formal Name
(6R)-3-[(acetyloxy)methyl]-8-oxo-7R-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, monosodium salt
CAS Number
58-71-9
Molecular Formula
C16H15N2O6S2 • Na
Formula Weight
Purity
≥98%
A crystalline solid
PBS (pH 7.2): 10 mg/ml
SMILES
O=C(CC1=CC=CS1)N[C@H](C2=O)[C@]3([H])N2C(C([O-])=O)=C(COC(C)=O)CS3.[Na+]
InChi Code
InChI=1S/C16H16N2O6S2.Na/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10;/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23);/q;+1/p-1/t12-,15-;/m1./s1
InChi Key
VUFGUVLLDPOSBC-XRZFDKQNSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Cefalothin is a β-lactam cephalosporin antibiotic.1,2 It inhibits the growth of various Gram-positive and Gram-negative bacteria, including several strains of S. pyogenes, S. aureus, C. tetani, N. gonorrhoeae, Salmonella, and Shigella (MICs = 0.1-0.2, 0.312-0.625, 0.078, 1.25, 1.56-6.25, and 3.12-12.5 μg/ml, respectively).1 Cefalothin binds to E. coli penicillin-binding proteins (PBPs; IC50s = <0.25, 16, 37, and 1 μg/ml for PBP1a, 1bs, 2, and 3, respectively, in a radioligand binding assay), which interferes with bacterial morphogenesis.2 It exhibits antibacterial activity in mouse models of infection with S. pyogenes, D. pneumoniae, and S. aureus.1 Formulations containing cefalothin were previously used in the prophylaxis and treatment of bacterial infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Boniece, W.S., Wick, W.E., Holmes, D.H., et alIn vitro and in vivo laboratory evaluation of cephalothin, a new broad spectrum antibiotic. J. Bacteriol. 84, 1292-1296 (1962).

    2. Curtis, N.A.C., Orr, D., Ross, G.W., et alAffinities of penicillins and cephalosporins for the penicillin-binding proteins of Escherichia coli K-12 and their antibacterial activity. Antimicrob. Agents Chemother. 16(5), 533-539 (1979).