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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
$65.60
5 G
$264.00

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

$65.60


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Quality Level

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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

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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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)
A New Antibacterial Agent: Sodium Cloxacillin Monohydrate (Tegopen)
Journal of the American Medical Association, 195, 569-570 (1966)
M C Verdier et al.
Journal of chemotherapy (Florence, Italy), 23(5), 277-281 (2011-10-19)
The aim of the present retrospective observational clinical study was to assess the interindividual pharmacokinetic variability of plasma concentrations of amoxicillin or cloxacillin administered in high doses intravenously in critically ill patients, related to renal function or administration method.Four hundred
Ai Lee Lim et al.
The Medical journal of Malaysia, 67(3), 340-341 (2012-10-23)
Lemierre syndrome is an uncommon disease which commonly arise from acute bacterial oropharyngeal infection. This disease was first described in 1900 by Courmont and Cade Lemierre. It is commonly caused by Fusobacterium necrophorum. Lemierre syndrome has been reported to be
[Community-acquired cavitary pneumonia caused by Panton-Valentine leukocidin-producing methicillin-resistant Staphylococcus aureus].
Lucía Alvela-Suárez et al.
Enfermedades infecciosas y microbiologia clinica, 30(2), 107-108 (2011-12-03)

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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