Ceftobiprole

Modify Date: 2024-01-06 07:39:56

Ceftobiprole Structure
Ceftobiprole structure
Common Name Ceftobiprole
CAS Number 209467-52-7 Molecular Weight 534.569
Density 2.0±0.1 g/cm3 Boiling Point N/A
Molecular Formula C20H22N8O6S2 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of Ceftobiprole


Ceftobiprole is a broad-spectrum cephalosporin with activity against Methicillin-resistant staphylococcus aureus (MRSA) with the MIC90 value of 2 mcg/mL.

 Names

Name (6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-ylidene)-2-nitrosoacetyl]amino]-8-oxo-3-[(E)-[2-oxo-1-[(3R)-pyrrolidin-3-yl]pyrrolidin-3-ylidene]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Synonym More Synonyms

 Ceftobiprole Biological Activity

Description Ceftobiprole is a broad-spectrum cephalosporin with activity against Methicillin-resistant staphylococcus aureus (MRSA) with the MIC90 value of 2 mcg/mL.
Related Catalog
Target

MIC90: 2 mcg/mL (MRSA)[1]

In Vitro Ceftobiprole has demonstrates activity against important gram-positive bacteria, including penicillin-resistant S. pneumonia (PRSP), Methicillin-resistant S. aureus (MRSA), and E. faecalis with MIC90 values of 0.25, 2, and 2 mcg/mL, respectively. Ceftobiprole has also demonstrated potent in vitro activity against several clinical isolates of community-associated Methicillin-resistant S. aureus (CA-MRSA), vancomycin-intermediate S. aureus (VISA), and Vancomycin-resistant S. aureus (VRSA), with a minimum inhibitory concentration (MIC) of 2 mcg/mL[1]. Ceftobiprole is highly active against S. aureus, withMICs ranging from 0.12 to 4 mg/L (only one resistant strain,MIC of 4 mg/L). Furthermore, Ceftobiprole is twice more active on Methicillin-susceptible S. aureus (MSSA) strains with MIC50 and MIC90 of 0.5 mg/L than on MRSA strains with MIC50 and MIC90 of 1 mg/L. Moreover, Panton-Valentine leukocidin (PVL)+MRSA are slightly more susceptible to Ceftobiprole (MIC50 of 0.5 mg/L and MIC90 of 1 mg/L) than PVL-MRSA (MIC50 and MIC90 of 1 mg/L)[2].
References

[1]. Kisgen J, et al. Ceftobiprole, a Broad-Spectrum Cephalosporin With Activity against Methicillin-Resistant Staphylococcus aureus (MRSA). P T. 2008 Nov;33(11):631-41.

[2]. Hodille E, et al. In vitro activity of ceftobiprole on 440 Staphylococcus aureus strains isolated from bronchopulmonary infections. Med Mal Infect. 2017 Mar;47(2):152-157.

 Chemical & Physical Properties

Density 2.0±0.1 g/cm3
Molecular Formula C20H22N8O6S2
Molecular Weight 534.569
Exact Mass 534.110352
PSA 256.98000
LogP -2.69
Index of Refraction 1.942

 Synonyms

Ro-63-9141/000
(6R,7R)-7-{[(2E)-2-(5-Amino-1,2,4-thiadiazol-3-yl)-2-(hydroxyimino)acetyl]amino}-8-oxo-3-{(E)-[(3'R)-2-oxo-1,3'-bipyrrolidin-3-ylidene]methyl}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Ro 63-9141
BAL 9141
BAL 9141-000
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2E)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(hydroxyimino)-1-oxoethyl]amino]-8-oxo-3-[(E)-[(3'R)-2-oxo[1,3'-bipyrrolidin]-3-ylidene]methyl]-, (6R,7R)-
Ceftobiprole