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Merck
CN

C9393

Cloxacillin sodium salt monohydrate

β-lactamase-resistant antibiotic

Synonym(s):

Cloxacillin, Sodium cloxacillin monohydrate

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About This Item

Linear Formula:
C19H17ClN3O5SNa · H2O
CAS Number:
Molecular Weight:
475.88
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
51102829
EC Number:
211-390-9
MDL number:
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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: β-lactam

Application

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

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.


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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

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

涉药品监管产品

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A New Antibacterial Agent: Sodium Cloxacillin Monohydrate (Tegopen)
Journal of the American Medical Association, 195, 569-570 (1966)
Anna Stefánsdóttir et al.
Acta orthopaedica, 84(1), 87-91 (2013-02-16)
Prosthetic joint infections can be caused by bacteria derived from the patient's skin. The aim of the study was: (1) to determine which bacteria colonize the nose and groin in patients planned for primary hip or knee arthroplasty, (2) to
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



Global Trade Item Number

SKUGTIN
C9393-1G04061835506163
C9393-5G04061835512362