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Cefapirin

Catalog No.
C5605
first generation cephalosporin antibiotic
Grouped product items
SizePriceStock Qty
5mg
$164.00
Ship with 5-10 days
10mg
$277.00
Ship with 5-10 days
25mg
$487.00
Ship with 5-10 days
For scientific research use only and should not be used for diagnostic or medical purposes.

Tel: +1-832-696-8203

Email: [email protected]

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Background

Cefapirin is the first generation cephalosporin antibiotic. Cefapirin is broadly effective against gram-negative and gram-positive bacteria [1].

The antibacterial action of cefapirin was due to the inhibition of cell-wall synthesis, mediated by its binding to penicillin binding proteins. It was mainly used in veterinary medicine for intramammary treatment of mastitis and intrauterine treatment of endometritis in cattle [1,2].

Cefapirin was an antibiotic particularly suitable for the treatment of acute otitis media. In 210 strains isolated from the auricular exudate of childrens' acute otitis media, the MIC50 and MIC90 of cefapirin were 2 and 4 mg/l for 112 strains of Haemophilus. The MIC ranged from 0.25 to 4 mg/l for ten strains of Branhamella catarrhalis (9 secreted a beta-lactamase). Cefapirin had an extremely high activity with MIC50 and 90 less than 0.06 mg/l against Streptococcus pneumoniae. For the strains of Staphylococcus aureus sensitive to meticillin, one had a MIC less than 0.06 mg/l, and 11 had a MIC of 0.25 mg/l. For 14 strains of Enterobacteriaceae studied, the MIC 50 was 8 mg/l and the MIC 90 was 32 mg/l [3].

References:
[1] Committee for veterinary medicinal products: Cefapririn.  EMEA, 1-6 (2001).
[2] Ray, P. ,Knowlton, K.F.,Shang, C., et al. Development and validation of a UPLC-MS/MS method to monitor cephapirin excretion in dairy cows following intramammary infusion. PLoS One 9(11), 1-12 (2014).
[3] Simonet M, Herrmann J L, Gehanno P, et al.  Activity of cefapirin against bacterial strains isolated from acute otitis media in children[J]. Pathologie-biologie, 1990, 38(5): 352-354.

Chemical Properties

Physical AppearanceA crystalline solid
StorageStore at -20°C
M.Wt423.5
Cas No.21593-23-7
FormulaC17H17N3O6S2
SynonymsCefadyl,Cephapirin
Solubility≤10mg/ml in DMSO;5mg/ml in dimethyl formamide
Chemical Name(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[[(4-pyridinylthio)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SDFDownload SDF
Canonical SMILESO=C(N[C@@H]1C(N2[C@]1([H])SCC(COC(C)=O)=C2C(O)=O)=O)CSC3=CC=NC=C3
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

Quality Control

Quality Control & MSDS

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Chemical structure

Cefapirin