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C9393 Sigma-Aldrich

Cloxacillin sodium salt monohydrate

β-lactamase-resistant antibiotic

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Properties

Related Categories A - K, Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics by Mechanism of Action,
Quality Level   200
form   solid
Mode of action   cell wall synthesis | interferes
antibiotic activity spectrum   Gram-positive bacteria
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

Description

General description

Chemical structure: ß-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.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
RTECS 
XH8920000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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