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27555

Sigma-Aldrich

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:
Molecular Weight:
457.86
Beilstein:
4103180
EC Number:
MDL number:
UNSPSC Code:
51102829
PubChem Substance ID:
NACRES:
NA.85
Pricing and availability is not currently available.

biological source

semisynthetic

Quality Level

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[1] and how oxgall, acid, and hydrogen peroxide stress effects the susceptibility of Bifidobacteria[2].

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 Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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