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Merck

A3737

Cefepime hydrochloride

Synonym(s):

Cefepime dihydrochloride monohydrate

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About This Item

Linear Formula:
C19H25N6O5S2Cl · HCl · H2O
CAS Number:
Molecular Weight:
571.50
MDL number:
UNSPSC Code:
51282610
NACRES:
NA.85
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form

powder

Quality Level

color

white to faint yellow

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

−20°C

SMILES string

[s]1c(nc(c1)\C(=N\OC)\C(=O)N[C@H]2[C@H]3SCC(=C(N3C2=O)C(=O)O)C[N+]4(CCCC4)C)N.[Cl-].[Cl-].O.[H+]

InChI

1S/C19H24N6O5S2.2ClH.H2O/c1-25(5-3-4-6-25)7-10-8-31-17-13(16(27)24(17)14(10)18(28)29)22-15(26)12(23-30-2)11-9-32-19(20)21-11;;;/h9,13,17H,3-8H2,1-2H3,(H3-,20,21,22,26,28,29);2*1H;1H2/b23-12-;;;/t13-,17-;;;/m1.../s1

InChI key

LRAJHPGSGBRUJN-OMIVUECESA-N

General description

Cefepime is a semi-synthetic fourth-generation cephalosporin. It is resistant to hydrolysis by common plasmid and/or chromosomally-mediated β-lactamases.

Application

Cefepime was used in antimicrobial susceptibility testing for Acinetobacter baumannii and extended-spectrum-β-lactamase-producing Escherichia coli isolated from various samples.

Biochem/physiol Actions

Cefepime is a broad-spectrum cephalosporin with activity against Gram-positive and Gram-negative bacteria. It binds to penicillin-binding proteins and disrupts the cell wall synthesis.

Other Notes

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


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Kuei-Hsiang Hung et al.
Journal of clinical microbiology, 50(3), 721-726 (2011-12-23)
Heteroresistance to antimicrobial agents may affect susceptibility test results and therapeutic success. In this study, we investigated heteroresistance to cephalosporins and penicillins in Acinetobacter baumannii, a major pathogen causing nosocomial infections. Two A. baumannii isolates exhibited heteroresistance to ampicillin-sulbactam, ticarcillin-clavulanic
L B Barradell et al.
Drugs, 47(3), 471-505 (1994-03-01)
Cefepime is a 'fourth' generation cephalosporin that has a broader spectrum of antibacterial activity than the third generation cephalosporins and is more active in vitro against Gram-positive aerobic bacteria. The fact that cefepime is stable to hydrolysis by many of
Nathaniel J Rhodes et al.
Antimicrobial agents and chemotherapy, 58(7), 3757-3761 (2014-04-23)
While a lack of concordance is known between gold standard MIC determinations and Vitek 2, the magnitude of the discrepancy and its impact on treatment decisions for extended-spectrum-β-lactamase (ESBL)-producing Escherichia coli are not. Clinical isolates of ESBL-producing E. coli were