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Merck
CN

C4292

Cefoperazone sodium salt

870 - 1015 μg/mg anhydrous basis

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About This Item

Empirical Formula (Hill Notation):
C25H26N9NaO8S2
CAS Number:
Molecular Weight:
667.65
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
EC Number:
263-751-5
Beilstein/REAXYS Number:
4902135
MDL number:
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Product Name

Cefoperazone sodium salt, 870 - 1015 μg/mg anhydrous basis

InChI key

NCFTXMQPRQZFMZ-WERGMSTESA-M

InChI

1S/C25H27N9O8S2.Na/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2;/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41);/q;+1/p-1/t15-,16-,22-;/m1./s1

SMILES string

[Na+].CCN1CCN(C(=O)N[C@@H](C(=O)N[C@H]2[C@H]3SCC(CSc4nnnn4C)=C(N3C2=O)C([O-])=O)c5ccc(O)cc5)C(=O)C1=O

assay

870-1015 μg/mg (anhydrous basis)

form

powder or crystals

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

Quality Level

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Application

Cefoperazone is used to study drug-protein binding, expression and inhibition of penicillin-binding proteins (PBPs) during cell wall synthesis.

Biochem/physiol Actions

Cefoperazone exerts its bactericidal effect by inhibiting the mucopeptide synthesis that affects the structure of bacterial cell wall. It has a dual excretory pattern, primarily via the biliary system and secondarily via the kidney.

General description

Chemical structure: β-lactam

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

涉药品监管产品
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B Gonik et al.
Antimicrobial agents and chemotherapy, 30(6), 874-876 (1986-12-01)
Limited pharmacokinetic data for cefoperazone are available from the parturient. Because cefoperazone has a dual excretory pattern, primarily via the biliary system and secondarily via the kidney, pregnancy-induced physiologic alterations can influence its deposition and clearance. Twelve term parturients receiving
Mandy Brueckner et al.
Macromolecular bioscience, 20(9), e2000097-e2000097 (2020-07-07)
Conventional therapies for chronic inflammation with high dose application of active agents are often accompanied with severe side effects so that other therapeutical strategies shall be developed to be less physically demanding but still highly efficient. Locally applied Layer-by-Layer (LbL)
Thomas Kaiser et al.
Frontiers in cellular and infection microbiology, 11, 614218-614218 (2021-03-12)
Human microbiota-associated (HMA) mouse models offer a valuable approach to study the role of intestinal microbiota in the development of obesity. In this study, we used an HMA model to evaluate whether engraftment of human obese or lean microbiota, from
Souwelimatou Amadou Amani et al.
Infection and immunity, 88(3) (2019-12-25)
The intracellularly active bacterial toxin TcdB is a major Clostridioides difficile virulence factor that contributes to inflammation and tissue damage during disease. Immunization with an inactive TcdB fragment prevents C. difficile infection (CDI)-associated pathology. The protective immune response against inactive
Andrea T Fessler et al.
Veterinary microbiology, 157(1-2), 226-231 (2011-12-23)
The correct assessment of mastitis pathogens for their susceptibility/resistance to cefoperazone is currently hampered by the lack of harmonized test conditions and interpretive criteria. The aim of this study was to provide a proposal for clinical breakpoints of cefoperazone which

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