Basic information Safety Supplier Related

Cefcapene

Basic information Safety Supplier Related

Cefcapene Basic information

Product Name:
Cefcapene
Synonyms:
  • CEFCAPENE
  • s1006
  • (6R,7R)-3-[[(Aminocarbonyl)oxy]methyl]-7-[[(2Z)-2-(2-amino-4-thiazolyl)-1-oxo-2-pentenyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7R)-7-[(Z)-2-(2-Aminothiazol-4-yl)-2-pentenoylamino]-8-oxo-3-(carbamoyloxymethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (7R)-7-[[(Z)-2-(2-Amino-4-thiazolyl)-1-oxo-2-pentenyl]amino]-3-[(carbamoyloxy)methyl]cepham-3-ene-4-carboxylic acid
  • Cefcamate
  • Cefcapene pivoxil free acid
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,3-[[(aMinocarbonyl)oxy]Methyl]-7-[[(2Z)-2-(2-aMino-4-thiazolyl)-1-oxo-2-penten-1-yl]aMino]-8-oxo-,(6R,7R)-
CAS:
135889-00-8
MF:
C17H19N5O6S2
MW:
453.49
Product Categories:
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • Sulfur & Selenium Compounds
Mol File:
135889-00-8.mol
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Cefcapene Chemical Properties

Boiling point:
936.0±65.0 °C(Predicted)
Density 
1.63
pka
2.58±0.50(Predicted)
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Cefcapene Usage And Synthesis

Uses

Cefcapene is a metabolite of Cefcapene Pivoxil (C242550). Antibacterial, orally absorbed cephalosporin that is used in the treatment of bacterial infections.

Definition

ChEBI: Cefcapene is a cephalosporin compound having (carbamoyloxy)methyl and N-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoyl]amino side-groups. It is used (generally as the corresponnding pivaloyloxymethyl ester prodrug) as an oral antibacterial. It has a role as an antibacterial drug. It is a cephalosporin, a carboxylic acid, a carbamate ester, an enamide, a member of 1,3-thiazoles and a secondary carboxamide.

Antimicrobial activity

A semisynthetic cephalosporin formulated for oral administration as the prodrug ester, cefcapene pivoxil. Activity and uses are similar to those of cefditoren.
Available in Japan.

Pharmacokinetics

Cefcapene is a semisynthetic third-generation cephalosporin with antibacterial activity. Cefcapene binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.
6436055

CefcapeneSupplier

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