C9393

Cloxacillin sodium salt monohydrate

β-lactamase-resistant antibiotic

• Synonym(s): Cloxacillin, Sodium cloxacillin monohydrate
• Linear Formula: C₁₉H₁₇ClN₃O₅SNa · H₂O
• CAS Number: 7081-44-9
• Molecular Weight: 475.88
• EC Number: 211-390-9
• MDL number: MFCD00150735
• UNSPSC Code: 51102829
• PubChem Substance ID: 24893156
• NACRES: NA.85

Properties

• 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

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 Information

• Pictograms: GHS08,GHS07
• Signal Word: Danger
• Hazard Statements: H315,H317,H319,H334,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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