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C9393

Sigma-Aldrich

Cloxacillin sodium salt monohydrate

β-lactamase-resistant antibiotic

Synonym(s):

Cloxacillin, Sodium cloxacillin monohydrate

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1 G
741,00 kr.
5 G
2.770,00 kr.

741,00 kr.


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1 G
741,00 kr.
5 G
2.770,00 kr.

About This Item

Linear Formula:
C19H17ClN3O5SNa · H2O
CAS Number:
Molecular Weight:
475.88
EC Number:
MDL number:
UNSPSC Code:
51102829
PubChem Substance ID:
NACRES:
NA.85

741,00 kr.


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form

powder or crystals

antibiotic activity spectrum

Gram-positive bacteria

Mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

SMILES string

O.[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.H2O/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);;1H2/q;+1;/p-1/t13-,14+,17-;;/m1../s1

InChI key

KCUWTKOTPIUBRI-VICXVTCVSA-M

General description

Chemical structure: ß-lactam

Application

Cloxacillin is effective against infections caused by penicillin G-resistant staphylococci.[1] It was used in studies of topical antibacterial agents for burn and crush wounds.[2]

Biochem/physiol Actions

Cloxacillin is a semi-synthetic antibiotic and a chlorinated derivative of oxacillin. It inhibits the last stage of bacterial cell wall synthesis by binding to penicillin-binding proteins (PBPs), which results in cell lysis. Cell lysis is mediated by bacterial cell wall autolytic enzymes. Cloxacillin is often used as AmpC β-lactamase inhibitor in combination with β-lactam antibiotics.

Other Notes

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

Pictograms

Health hazardExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

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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A New Antibacterial Agent: Sodium Cloxacillin Monohydrate (Tegopen)
Journal of the American Medical Association, 195, 569-570 (1966)
Methenamine salts as topical antibacterial agent. I. Experimental studies for burn and crush wound.
T Matsumoto et al.
Archives of surgery (Chicago, Ill. : 1960), 101(1), 71-77 (1970-07-01)
[Treatment of resistant Gram-positive bacterial infections].
M Lenoble
Medecine et maladies infectieuses, 41(9 Suppl), 1-6 (2011-12-03)
Hossein Khalili et al.
European journal of clinical pharmacology, 69(3), 721-724 (2012-09-05)
Three patients were admitted to the Imam Hospital, Tehran, Iran with a diagnosis of bacterial endocarditis. The patients had indications for valve replacement surgery and anticoagulant therapy. The administration of cloxacillin reduced the effect of warfarin, and subsequent increases in
[Native valve endocarditis due to Staphylococcus aureus].
Ignasi Rodríguez-Pintó et al.
Medicina clinica, 140(1), 48-48 (2012-06-30)

Questions

  1. In cosa può essere solubilizzata e a quale concentrazione massima?

    1 answer
    1. This material is soluble in water at 50 mg/mL.

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