C7912

Cefotaxime sodium salt

Name: Cefotaxime sodium salt
Brand: SIGMA

potency: 916-964 μg per mg

Synonym(s):

Cefotaxime, Cefotaxim sodium salt

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₁₆N₅NaO₇S₂

CAS Number:

64485-93-4

Molecular Weight:

477.45

UNSPSC Code:

51284136

NACRES:

NA.85

PubChem Substance ID:

24278336

EC Number:

264-915-9

Beilstein/REAXYS Number:

5711411

MDL number:

MFCD00079073

Key Documents

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Product Name

Cefotaxime sodium salt, potency: 916-964 μg per mg

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

form

powder

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

Quality Level

200

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Antibiotics

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Show Differences

1 of 4

This Item	C7039	1097909	C0685000
Sigma-Aldrich C7912 Cefotaxime sodium salt	Sigma-Aldrich C7039 Cefotaxime sodium salt	USP 1097909 Cefotaxime sodium	C0685000 Cefotaxime sodium
antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria	antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria	antibiotic activity spectrum -	antibiotic activity spectrum -
Quality Level 200	Quality Level 200	Quality Level -	Quality Level -
form powder	form powder or crystals	form -	form -
solubility H₂O: 50 mg/mL	solubility H₂O: 10% ( )	solubility -	solubility -
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. -
potency 916-964 μg per mg	potency -	potency -	potency -

Application

Cefotaxim has been used to find new residues involved in cefotaxime hydrolysis in CTX-M β-lactamases,[1] to study antibiotic-susceptible and -resistant Streptococcus pneumoniae infections,[2] and to study pneumococcal pneumonia and the pharmokinetics of various treatments.[3] 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.

Mode of Action: Inhibits bacterial cell wall synthesis.

General description

Chemical structure: ß-lactam

Other Notes

Broad spectrum third generation cephalosporin antibiotic.

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

pictograms

GHS08

signalword

Danger

hcodes

H317,H334

pcodes

P261 - P272 - P280 - P284 - P302 + P352 - P333 + P313

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

ppe

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

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Distant and new mutations in CTX-M-1 beta-lactamase affect cefotaxime hydrolysis.

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

In vitro interactions of LytA, the major pneumococcal autolysin, with two bacteriophage lytic enzymes (Cpl-1 and Pal), cefotaxime and moxifloxacin against antibiotic-susceptible and -resistant Streptococcus pneumoniae strains.

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

Correlation of in-vitro activity and pharmacokinetic parameters with in-vivo effect of amoxycillin, co-amoxiclav and cefotaxime in a murine model of pneumococcal pneumonia.

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 =

AFM probing the mechanism of synergistic effects of the green tea polyphenol (-)-epigallocatechin-3-gallate (EGCG) with cefotaxime against extended-spectrum beta-lactamase (ESBL)-producing Escherichia coli.

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

Cefotaxime prevents microbial contamination and improves microspore embryogenesis in wheat and triticale.

Muhammad Asif et al.

Plant cell reports, 32(10), 1637-1646 (2013-07-31)

Cefotaxime (100 mg/l) mitigate occasional gram negative bacterial contamination in wheat and triticale microspore culture and most importantly it increases cell growth and green plant production. Isolated microspore culture is a promising option to rapidly fix the product of meiotic recombination

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