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27555

Sigma-Aldrich

Cloxacillin sodium salt

≥95.0% (HPLC)

Sinónimos:

3-(o-Chlorophenyl)-5-methyl-4-isoxazolylpenicillin sodium salt, Syntarpen sodium salt

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About This Item

Fórmula empírica (notación de Hill):
C19H17ClN3NaO5S
Número de CAS:
642-78-4
Peso molecular:
457.86
Beilstein/REAXYS Number:
4103180
EC Number:
211-390-9
MDL number:
MFCD00063568
UNSPSC Code:
51102829
PubChem Substance ID:
57648259
NACRES:
NA.85

biological source

semisynthetic

assay

≥95.0% (HPLC)

form

powder or crystals

impurities

≤5% Total impurities (anhydrous)

color

white to off-white

antibiotic activity spectrum

Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

SMILES string

[Na+].Cc1onc(-c2ccccc2Cl)c1C(=O)N[C@H]3[C@H]4SC(C)(C)[C@@H](N4C3=O)C([O-])=O

InChI

1S/C19H18ClN3O5S.Na/c1-8-11(12(22-28-8)9-6-4-5-7-10(9)20)15(24)21-13-16(25)23-14(18(26)27)19(2,3)29-17(13)23;/h4-7,13-14,17H,1-3H3,(H,21,24)(H,26,27);/q;+1/p-1/t13-,14+,17-;/m1./s1

InChI key

SCLZRKVZRBKZCR-SLINCCQESA-M

General description

Chemical structure: ß-lactam

Application

Cloxacillin is a semisynthetic antibiotic in the same class as penicillin. Cloxacillin is used against staphylococci that produce β-lactamase. It is used to study the role of pH in antibiotic effectiveness and how oxgall, acid, and hydrogen peroxide stress effects the susceptibility of Bifidobacteria.

Biochem/physiol Actions

Cloxacillin interferes with the last stage of bacterial cell wall synthesis by binding to penicillin-binding proteins. This inhibits the necessary cross-linking and leads to autolysis of the bacteria by autolysins.

Other Notes

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Sandrine Lemaire et al.
Antimicrobial agents and chemotherapy, 51(5), 1627-1632 (2007-02-20)
Early studies showed that methicillin-resistant Staphylococcus aureus (MRSA) strains are susceptible to beta-lactams when they are exposed to pH < or = 5.5 in broth. Because S. aureus survives in the phagolysosomes of macrophages, where the pH may be acidic
Farahnaz Pahlavanzadeh et al.
The Yale journal of biology and medicine, 93(1), 29-34 (2020-04-01)
Today, resistance to antibacterial agents is the most important problem facing public health. Pseudomonas aeruginosa is a common gram-negative bacterium and an important cause of nosocomial infections. Resistance to many antibiotics in strains of P. aeruginosa isolated from hospital settings
E Kheadr et al.
Antimicrobial agents and chemotherapy, 51(1), 169-174 (2006-10-25)
The effects of acid, oxgall, and H(2)O(2) on susceptibilities to antibiotics and nisin were examined for 13 strains of bifidobacteria. Susceptibilities to ampicillin, cloxacillin, penicillin, vancomycin, kanamycin, neomycin, paramomycin, streptomycin, chloramphenicol, erythromycin, tetracycline, and nisin A were assayed by a
M Britzi et al.
Journal of veterinary pharmacology and therapeutics, 37(5), 445-450 (2014-03-29)
The pharmacokinetics of ampicillin in dogs was determined after intravenous (i.v.) bolus and constant rate infusion. Ampicillin was administered to six beagle dogs as an i.v. bolus at 20 mg/kg and as a constant rate i.v. infusion (CRI) at 20 mg/kg during

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