Cefcapene pivoxil Chemical Properties

Melting point:

158-164°C

Boiling point:

888.4±65.0 °C(Predicted)

Density 

1.47±0.1 g/cm3(Predicted)

solubility 

DMSO, Water( warm)

form 

Solid

pka

11.33±0.60(Predicted)

color 

Off-White

Cefcapene pivoxil Usage And Synthesis

Description

Flomox was launched in Japan as an orally active cephalosporin for respiratory and urinary tract infections, heptatic infections, ophthalmological and otorhinolarynological infections, skinkoft tissue infections, and for use in gynacology, dentistry and oral surgery. It can be prepared by condesation of 2(Z)-(2-(t-butoxycarbonylamino) thiazol-4-yl)-2-pentenoic acid with 7-amino-3-(carbanoyloxymethyl)- 3-cephem-4-carboxylic acid pivaloyl methyl ester followed by deprotection. Flomox is highly active against a wide variety of Gram-positive and Gram-negative bacteria, except for several strains such as Pseudomonas aeruginosa and enterococci, by acting as a cell wall synthesis inhibitor (β-lactamase stability against TEM-1 type β-lactamases) and is more effective than cefaclor and cefdinir. Absorption is improved by the pivaloyloxymethyl ester group which is easily lost by deesterification during GI absorption to produce the biologically active form. The pivalic acid generated quickly conjugates with carnitine and is excreted in the urine. The drop in plasma levels of carnitine was dose dependent and returned to normal levels upon termination of treatment.

Chemical Properties

Off-White Solid

Originator

Shionogi (Japan)

Uses

Antibacterial. Orally absorbed cephalosporin; ester prodrug of the active free acid metabolite, Cefcapene.

brand name

Flomox

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