ChemicalBook > CAS DataBase List > Ceftobiprole

Ceftobiprole

Product Name
Ceftobiprole
CAS No.
209467-52-7
Chemical Name
Ceftobiprole
Synonyms
CS-734;BAL 9141;Ceftobiprole;Abscisic Acid Impurity 4;cephalosporin,Ceftobiprole,inhibit,vancomycin,penicillin,staphylococci,Bacterial,pyrrolidinone,pathogens,gram-positive,BAL-9141,VRSA,gram-negative,Inhibitor,MRSA,BAL9141,methicillin;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,7-[[(2Z)-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]-,(6R,7R)-
CBNumber
CB61509106
Molecular Formula
C20H22N8O6S2
Formula Weight
534.57
MOL File
209467-52-7.mol
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Ceftobiprole Property

Density 
2.00±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C,unstable in solution, ready to use.
solubility 
DMSO : 5 mg/mL (9.35 mM)
form 
Solid
pka
2.46±0.50(Predicted)
color 
Light yellow to yellow
InChIKey
VOAZJEPQLGBXGO-SDAWRPRTSA-N
SMILES
N12[C@@]([H])([C@H](NC(/C(/C3N=C(N)SN=3)=N\O)=O)C1=O)SCC(/C=C1\CCN([C@@H]3CCNC3)C\1=O)=C2C(O)=O
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Hazard and Precautionary Statements (GHS)

Signal word
Danger
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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML3638
Product name
Ceftobiprole
Purity
≥95% (HPLC)
Packaging
5MG
Price
$96.9
Updated
2025/07/31
Sigma-Aldrich
Product number
SML3638
Product name
Ceftobiprole
Purity
≥95% (HPLC)
Packaging
25MG
Price
$410
Updated
2025/07/31
ChemScene
Product number
CS-0047547
Product name
Ceftobiprole
Packaging
5mg
Price
$450
Updated
2021/12/16
ChemScene
Product number
CS-0047547
Product name
Ceftobiprole
Packaging
10mg
Price
$750
Updated
2021/12/16
ChemScene
Product number
CS-0047547
Product name
Ceftobiprole
Packaging
25mg
Price
$1500
Updated
2021/12/16
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Ceftobiprole Chemical Properties,Usage,Production

Uses

Broad spectrum antibiotic.

Definition

ChEBI: Ceftobiprole is a fifth-generation cephalosporin antibiotic having (E)-[(3'R)-2-oxo[1,3'-bipyrrolidin]-3-ylidene]methyl and [(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(hydroxyimino)acetyl]amino side groups located at positions 3 and 7 respectively; developed for the treatment of hospital-acquired pneumonia (HAP, excluding ventilator-associated pneumonia, VAP) and community-acquired pneumonia (CAP). It has a role as an antimicrobial agent. It is a cephalosporin and a member of thiadiazoles.

Antimicrobial activity

The most important property distinguishing it from older cephalosporins is activity against methicillin-resistant staphylococci, a property conferred by a high affinity for penicillinbinding protein 2′ (2a). MICs for methicillin-resistant strains are nevertheless somewhat higher than those seen with fully susceptible strains. A similar situation exists with coagulasenegative staphylococci and with Str. pneumoniae, for which strains with reduced susceptibility to penicillin are less susceptible than fully resistant strains, while remaining within therapeutically achievable levels.
Otherwise activity approximates to that of cephalosporins of group 4 . Activity against Ps. aeruginosa is modest and much reduced against ceftazidime-resistant strains.

Acquired resistance

It is hydrolyzed by extended spectrum β-lactamases of enterobacteria , which are therefore resistant. The prospects for the emergence of resistance during extensive clinical use are presently unclear, though increased resistance in Staph. aureus appears to be difficult to induce under laboratory conditions.

Biological Activity

Ceftobiprole is a fifth generation broad spectrum cephalosporin th at is active against many resistant bacterial strains including methicillin-resistant Staphylococcus aureus (MRSA). Ceftobiprole inhabits PBP1 (penicillin-binding protein 1), PBP2 and β-lactam resistance determinant PBP2a.

Pharmacokinetics

Cmax 500 mg (667 mg prodrug): c. 35 mg/L end infusion
intravenous (30-min infusion)
Plasma half-life: c. 3 h
Volume of distribution: 18.4 L
Plasma protein binding: 16%
The prodrug is rapidly hydrolyzed in plasma to release the active form together with diacetyl (2,3-butanediol) and CO2. Distribution approximates to the extracellular fluid volume in adults. There is no accumulation on repeat dosing in subjects with normal renal function.
It is chiefly excreted in urine by glomerular filtration. A urinary concentration exceeding 1 g/L is achieved within the first 2 h of a 500 mg (active drug equivalent) dose and 80–90% of active drug can be recovered within 24 h.

Clinical Use

Ceftobiprole can be used as Broad spectrum antibiotic and in complicated infections of skin and skin structures.

Side effects

Limited studies have so far revealed no unexpected side effects. Nausea, vomiting and altered taste sensation appear to be the most common.

Ceftobiprole Preparation Products And Raw materials

Raw materials

Preparation Products

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Ceftobiprole Suppliers

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View Lastest Price from Ceftobiprole manufacturers

Career Henan Chemical Co
Product
Ceftobiprole 209467-52-7
Price
US $1.00/KG
Min. Order
1G
Purity
98%
Supply Ability
100KG
Release date
2018-08-17

209467-52-7, CeftobiproleRelated Search:


  • Ceftobiprole
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,7-[[(2Z)-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]-,(6R,7R)-
  • CS-734
  • BAL 9141
  • cephalosporin,Ceftobiprole,inhibit,vancomycin,penicillin,staphylococci,Bacterial,pyrrolidinone,pathogens,gram-positive,BAL-9141,VRSA,gram-negative,Inhibitor,MRSA,BAL9141,methicillin
  • Abscisic Acid Impurity 4
  • 209467-52-7