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Merck
CN

27555

Cloxacillin sodium salt

≥95.0% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C19H17ClN3NaO5S
CAS Number:
642-78-4
Molecular Weight:
457.86
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
57648259
EC Number:
211-390-9
Beilstein/REAXYS Number:
4103180
MDL number:
MFCD00063568

Key Documents

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Product Name

Cloxacillin sodium salt, ≥95.0% (HPLC)

InChI key

SCLZRKVZRBKZCR-SLINCCQESA-M

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

SMILES string

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

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

Quality Level

200

Related Categories

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.

General description

Chemical structure: ß-lactam

Other Notes

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

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000447121
0000447121
0000424560
0000424560
0000380001

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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
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
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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