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Key Documents

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C7912

Sigma-Aldrich

Cefotaxime sodium salt

potency: 916-964 μg per mg

Sinónimos:

Cefotaxime, Cefotaxim sodium salt

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About This Item

Fórmula empírica (notación de Hill):
C16H16N5NaO7S2
Número de CAS:
64485-93-4
Peso molecular:
477.45
Beilstein/REAXYS Number:
5711411
EC Number:
264-915-9
MDL number:
MFCD00079073
UNSPSC Code:
51284136
PubChem Substance ID:
24278336
NACRES:
NA.85

form

powder

Quality Level

200

potency

916-964 μg per mg

solubility

H2O: 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

SMILES string

[Na+].[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c3csc(N)n3)C([O-])=O

InChI

1S/C16H17N5O7S2.Na/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8;/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26);/q;+1/p-1/b20-9-;/t10-,14-;/m1./s1

InChI key

AZZMGZXNTDTSME-JUZDKLSSSA-M

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General description

Chemical structure: ß-lactam

Application

Cefotaxim has been used to find new residues involved in cefotaxime hydrolysis in CTX-M β-lactamases, to study antibiotic-susceptible and -resistant Streptococcus pneumoniae infections, and to study pneumococcal pneumonia and the pharmokinetics of various treatments. It may be used to study the effects of binding and inhibition of penicillin binding protein 2 (PBP2) on bacterial mucopeptide synthesis.

Biochem/physiol Actions

Cefotaxim inhibits bacterial cell wall synthesis by binding to penicillin-binding proteins (PBPs) which inhibits the final transpeptidation step of peptidoglycan synthesis in bacterial cell walls. As a result, bacteria lyse due to cell wall autolytic enzymes.

Other Notes

Broad spectrum third generation cephalosporin antibiotic.
Keep container tightly closed in a dry and well-ventilated 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

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Francisco José Pérez-Llarena et al.
Antimicrobial agents and chemotherapy, 55(9), 4361-4368 (2011-07-07)
The CTX-M β-lactamases are an increasingly prevalent group of extended-spectrum β-lactamases (ESBL). Point mutations in CTX-M β-lactamases are considered critical for enhanced hydrolysis of cefotaxime. In order to clarify the structural determinants of the activity against cefotaxime in CTX-M β-lactamases
Violeta Rodríguez-Cerrato et al.
The Journal of antimicrobial chemotherapy, 60(5), 1159-1162 (2007-09-11)
In an innovative therapeutic exploitation against antibiotic-resistant Streptococcus pneumoniae, here we have evaluated the in vitro activity of a purified bacterially-encoded cell wall lytic enzyme, LytA (the major pneumococcal autolysin), and compared it with those of Cpl-1 and Pal (pneumococcal
F Soriano et al.
The Journal of antimicrobial chemotherapy, 38(2), 227-236 (1996-08-01)
In an attempt to determine the susceptibility breakpoints for amoxycillin, co-amoxiclav and cefotaxime in pneumococcal pneumonia, a neutropenic mouse model was established and tested with two strains having different susceptibility to penicillins and cefotaxime. With a penicillin-sensitive strain (MIC/MBC =
Yidan Cui et al.
PloS one, 7(11), e48880-e48880 (2012-11-16)
Extended-spectrum β-lactamase (ESBL)-producing Enterobacteriaceae poses serious challenges to clinicians because of its resistance to many classes of antibiotics. The mechanism of synergistic activity of a combination of (-)-epigallocatechin-3-gallate (EGCG) and β-lactam antibiotics cefotaxime was studied on Extended-spectrum β-lactamase producing Escherichia
Lakshmi Chandramohan et al.
Antimicrobial agents and chemotherapy, 56(9), 4765-4770 (2012-06-27)
Very little is known about the prevalence and composition of various types of extended-spectrum β-lactamases (ESBL) in pediatric patients. The aims of this study were the following: (i) to determine the prevalence of ESBLs among Enterobacteriaceae in a tertiary-care pediatric
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