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Merck
CN

SML3638

Ceftobiprole

≥95% (HPLC), Cell wall synthesis inhibitor, powder

Synonym(s):

(6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-ylidene)- 2-nitroso-1-oxoethyl]amino]-8-oxo-3-[(E)-[2-oxo-1-[(3R)- 3-pyrrolidinyl]-3-pyrrolidinylidene]methyl]-5-thia-1- azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, BAL 9141, BAL 9141-000, Ro 63-9141

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About This Item

Empirical Formula (Hill Notation):
C20H22N8O6S2
CAS Number:
209467-52-7
Molecular Weight:
534.57
UNSPSC Code:
51111800
NACRES:
NA.25
MDL number:
MFCD25976436

Key Documents

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Product Name

Ceftobiprole, ≥95% (HPLC)

SMILES string

[s]1nc(nc1N)C(N=O)C(=O)N[C@H]2[C@H]3SCC(=C(N3C2=O)C(=O)O)\C=C4/CCN(C/4=O)[C@H]5CNCC5

InChI

1S/C20H22N8O6S2/c21-20-24-14(26-36-20)11(25-34)15(29)23-12-17(31)28-13(19(32)33)9(7-35-18(12)28)5-8-2-4-27(16(8)30)10-1-3-22-6-10/h5,10-12,18,22H,1-4,6-7H2,(H,23,29)(H,32,33)(H2,21,24,26)/b8-5+/t10-,11?,12-,18-/m1/s1

InChI key

XLHWFEHWWUCKOL-ADPMQJGOSA-N

assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (Acidified)

storage temp.

-10 to -25°C

Quality Level

100

Related Categories

Biochem/physiol Actions

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000503815
0000503814
0000503814
0000503815
0000418269

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Gunnar T R Hischebeth et al.
Diagnostic microbiology and infectious disease, 91(2), 175-178 (2018-02-18)
Antibiotic therapy is essential in foreign body associated infections. The treatment regime should aim at high tissue concentrations, high bioavailability, high biofilm penetration and good tolerance. We investigated whether the new cephalosporin ceftobiprole is active against clinical isolates from musculoskeletal
Impact of PBP4 Alterations on ?-Lactam Resistance and Ceftobiprole Non-Susceptibility Among Enterococcus faecalis Clinical Isolates
Lazzaro LM, Cassisi M, Stefani S, Campanile F
Frontiers in Cellular and Infection Microbiology, 11, 816657-816657 (2022)
Anne Santerre Henriksen et al.
European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology, 37(9), 1653-1659 (2018-06-08)
Coagulase-negative staphylococci (CoNS) are a significant cause of bacteraemia, the treatment of which is becoming increasingly complex due to the emergence of multidrug-resistant strains. This study aimed to evaluate the in vitro activity of ceftobiprole, an advanced-generation cephalosporin, as compared

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