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C4292

Sigma-Aldrich

Cefoperazone sodium salt

870 - 1015 μg/mg anhydrous basis

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About This Item

Empirical Formula (Hill Notation):
C25H26N9NaO8S2
CAS Number:
62893-20-3
Molecular Weight:
667.65
Beilstein/REAXYS Number:
4902135
EC Number:
263-751-5
MDL number:
MFCD07793331
UNSPSC Code:
51102829
PubChem Substance ID:
24892686
NACRES:
NA.85

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

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

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

InChI key

NCFTXMQPRQZFMZ-WERGMSTESA-M

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General description

Chemical structure: ß-lactam

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.

Other Notes

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

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H317,H334

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
A Meulemans
Antimicrobial agents and chemotherapy, 36(2), 295-298 (1992-02-01)
The apparent diffusion coefficient of a bound drug, cefoperazone, was studied. The protein binding of cefoperazone was studied by voltammetry, a technique which permitted instant measurements. The apparent diffusion coefficients were similar in agar and fibrin and lower in rat
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
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