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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)
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)
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



Global Trade Item Number

SKUGTIN
C9393-1G04061835506163
C9393-5G04061835512362