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84880-03-5

84880-03-5 Structure

84880-03-5 Structure
IdentificationBack Directory
[Name]

Cefpimizole
[CAS]

84880-03-5
[Synonyms]

U 63196
Cefpimizol
CEFPIMIZOLE
1-[[(6R)-2-Carboxylato-7α-[[(R)-[[(5-carboxy-1H-imidazol-4-yl)carbonyl]amino]phenylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-4-(2-sulfoethyl)pyridinium
Pyridinium, 1-[[(6R,7R)-2-carboxy-7-[[(2R)-[[(5-carboxy-1H-imidazol-4-yl)carbonyl]amino]phenylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-4-(2-sulfoethyl)-, inner salt
(6R,7R)-7-[[(2R)-2-[(5-carboxy-1H-imidazole-4-carbonyl)amino]-2-phenylacetyl]amino]-8-oxo-3-[[4-(2-sulfonatoethyl)pyridin-1-ium-1-yl]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Pyridinium, 1-[[2-carboxy-7-[[[[(5-carboxy-1H-imidazol-4-yl)carbonyl]amino]phenylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-4-(2-sulfoethyl)-, inner salt, [6R-[6α,7β(R*)]]-
cefpimizole:(6r,7r)-7-(((2r)-2-((5-carboxy-1h-IMIDAZOLE-4-carbonyl)amino)-2-phenylacetyl)amino)-8-oxo-3-((4-(2-sulfonatoethyl)pyridin-1-ium-1-yl)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxyli
[Molecular Formula]

C28H26N6O10S2
[MDL Number]

MFCD00865010
[MOL File]

84880-03-5.mol
[Molecular Weight]

670.67
Raw materials And Preparation ProductsBack Directory
[Raw materials]

N,N-Dimethylformamide-->Thionyl chloride-->cefaloglycin
Hazard InformationBack Directory
[Description]

Cefpimizole sodium is a third-generation cephalosporin with a spectrum of activity somewhat narrower than cefotaxime and cefoperazone.
[Originator]

Ajinomoto (Japan)
[Uses]

Antibacterial.
[Definition]

ChEBI: Cefpimizole is a peptide.
[Brand name]

Ajicef; Renilan
[Antimicrobial activity]

A semisynthetic parenteral cephalosporin. It exhibits modest activity compared to other antipseudomonal cephalosporins. Like cefoperazone, it is susceptible to many enterobacterial β-lactamases. In volunteers receiving 0.1–1 g intramuscularly, mean peak plasma concentrations reached 15–20 and 35–40 mg/L, respectively. There was no accumulation when the dose was repeated every 8 h for 7 days. No metabolites have been detected. The plasma elimination half-life is 1.8– 2.1 h. The principal route of elimination is renal, 70–80% being recovered unchanged in the urine.
Significant pain at the site of infection has been a prominent adverse event. It is no longer widely available.
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