SML3102

Ceftaroline fosamil acetate hydrate

≥98% (HPLC), bacterial cell wall synthesis inhibitor, powder

• Synonym(s): 4-(2-((6R,7R)-2-Carboxy-7-((Z)-2-(ethoxyimino)-2-(5-(phosphonoamino)-1,2,4-thiadiazol-3-yl)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-ylthio)thiazol-4-yl)-1-methylpyridinium acetate, hydrate, Ceftaroline fosamil acetate hydrate, PPI 0903 hydrate, PPI-0903 hydrate, PPI0903 hydrate, TAK 599 hydrate, TAK-599 hydrate, TAK599 hydrate
• Empirical Formula (Hill Notation): C₂₂H₂₂N₈O₈PS₄ · C₂H₃O₂ · xH₂O
• CAS Number: 400827-46-5
• Molecular Weight: 744.74 (anhydrous basis)
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD29920090
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Product Name: Ceftaroline fosamil acetate hydrate, ≥98% (HPLC)
• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear (warmed)
• storage temp.: −20°C
• SMILES string: C[N+]1=CC=C(C=C1)C2=CSC(SC(CS[C@@]3([C@@H]4NC(/C(C5=NSC(NP(O)(O)=O)=N5)=N\OCC)=O)[H])=C(N3C4=O)C(O)=O)=N2.CC([O-])=O
• InChI: 1S/C22H21N8O8PS4.C2H4O2/c1-3-38-26-13(16-25-21(43-28-16)27-39(35,36)37)17(31)24-14-18(32)30-15(20(33)34)12(9-40-19(14)30)42-22-23-11(8-41-22)10-4-6-29(2)7-5-10;1-2(3)4/h4-8,14,19H,3,9H2,1-2H3,(H4-,24,25,27,28,31,33,34,35,36,37);1H3,(H,3,4)/b26-13-;/t14-,1
• InChI key: UGHHNQFYEVOFIV-VRDMTWHKSA-N

Description

Biochem/physiol Actions

Ceftaroline fosamil (PPI-0903, TAK-599) is a N-phosphono type prodrug of ceftaroline (cephalosporin 2a, PPI-0903M, T-91825), a fifth-generation penicillin-binding protein (PBP)-targeting cephalosporin class beta-lactam (β-lactam) antibiotic with broad-spectrum activity against gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA) and extensively-resistant strains, such as vancomycin-intermediate S. aureus (VISA), heteroresistant VISA (hVISA), and vancomycin-resistant S. aureus (VRSA).

N-phosphono type prodrug of ceftaroline, a fifth-generation PBP-targeting cephalosporin antibiotic against gram-positive bacteria, including MRSA.

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable