C7912

Cefotaxime sodium salt

potency: 916-964 μg per mg

• Synonym(s): Cefotaxime, Cefotaxim sodium salt
• Empirical Formula (Hill Notation): C₁₆H₁₆N₅NaO₇S₂
• CAS Number: 64485-93-4
• Molecular Weight: 477.45
• UNSPSC Code: 51284136
• NACRES: NA.85
• PubChem Substance ID: 24278336
• EC Number: 264-915-9
• Beilstein/REAXYS Number: 5711411
• MDL number: MFCD00079073

Properties

• form: powder
• Quality Segment: 200
• potency: 916-964 μg per mg
• solubility: H₂O: 50 mg/mL
• antibiotic activity spectrum: Gram-negative bacteria, Gram-positive bacteria
• mode of action: cell wall synthesis | interferes
• storage temp.: 2-8°C
• SMILES string: [Na+].[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\c3csc(N)n3)C([O-])=O
• InChI: 1S/C16H17N5O7S2.Na/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8;/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26);/q;+1/p-1/b20-9-;/t10-,14-;/m1./s1
• InChI key: AZZMGZXNTDTSME-JUZDKLSSSA-M

Description

General description

Chemical structure: β-lactam

Application

Cefotaxim has been used to find new residues involved in cefotaxime hydrolysis in CTX-M β-lactamases,[1] to study antibiotic-susceptible and -resistant Streptococcus pneumoniae infections,[2] and to study pneumococcal pneumonia and the pharmokinetics of various treatments.[3] It may be used to study the effects of binding and inhibition of penicillin binding protein 2 (PBP2) on bacterial mucopeptide synthesis.

Biochem/physiol Actions

Cefotaxim inhibits bacterial cell wall synthesis by binding to penicillin-binding proteins (PBPs) which inhibits the final transpeptidation step of peptidoglycan synthesis in bacterial cell walls. As a result, bacteria lyse due to cell wall autolytic enzymes.

Mode of Action: Inhibits bacterial cell wall synthesis.

Other Notes

Broad spectrum third generation cephalosporin antibiotic.

Keep container tightly closed in a dry and well-ventilated place.

Safety Information

• pictograms: GHS08
• signalword: Danger
• hcodes: H317,H334
• pcodes: P261 - P272 - P280 - P284 - P302 + P352 - P333 + P313
• Hazard Classifications: Resp. Sens. 1 - Skin Sens. 1
• 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