D9016

Dicloxacillin Natriumsalz Monohydrat

• Synonym(e): 3-(2,6-Dichlorophenyl)-5-methyl-4-isoxazolyl penicillin sodium salt monohydrate
• Empirische Formel (Hill-System): C₁₉H₁₆Cl₂N₃NaO₅S·H₂O
• CAS-Nummer: 13412-64-1
• Molekulargewicht: 510.32
• NACRES: NA.85
• PubChem Substance ID: 24894242
• UNSPSC Code: 51102829
• EC Number: 206-444-3
• MDL number: MFCD00167147

Eigenschaften

• InChI key: SIGZQNJITOWQEF-VICXVTCVSA-M
• InChI: 1S/C19H17Cl2N3O5S.Na.H2O/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24;;/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28);;1H2/q;+1;/p-1/t13-,14+,17-;;/m1../s1
• SMILES string: O.[Na+].Cc1onc(c1C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C([O-])=O)-c4c(Cl)cccc4Cl
• form: powder or crystals
• color: white to off-white
• solubility: H₂O: 100 mg/mL
• antibiotic activity spectrum: Gram-negative bacteria, Gram-positive bacteria
• mode of action: cell wall synthesis | interferes
• storage temp.: 2-8°C

Beschreibung

General description

Chemical structure: β-lactam

Application

Dicloxacillin is a β-lactamase resistant penicillin similar to oxacillin. Dicloxacillin has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. It is resistant to penicillinase. It is used to study bacterial cell wall biosynthesis at the level of peptidogylcan cross-linking and to study mechanisms of penicillinase (β-lactamase) resistance. It is used to study phenylbutazone plasma binding[1] and extracellular and intracellular killing of Staphylococcus aureus[2]

Biochem/physiol Actions

Docloxacillin binds to specific penicillin-binding proteins (PBPs) in the bacterial cell wall and therefore inhibits the last stage of bacterial cell wall synthesis. Cell lysis, mediated by bacterial cell wall autolytic enzymes, is the result. Dicloxacillin may interfere with autolysin inhibitors .

Sicherheitshinweise

• pictograms: GHS08,GHS07
• signalword: Danger
• hcodes: H315,H319,H334,H335
• pcodes: P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Lagerklasse: 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