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CAS 400827-46-5

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Ceftaroline fosamil

Description:
Ceftaroline fosamil is a broad-spectrum cephalosporin antibiotic used primarily for the treatment of bacterial infections, particularly those caused by resistant strains. It is a prodrug, meaning it is converted in the body to its active form, ceftaroline, which exhibits activity against a range of Gram-positive and Gram-negative bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). Ceftaroline fosamil has a unique mechanism of action, inhibiting bacterial cell wall synthesis by binding to penicillin-binding proteins. This antibiotic is typically administered intravenously and is indicated for conditions such as community-acquired pneumonia and acute bacterial skin and skin structure infections. Its pharmacokinetics demonstrate good tissue penetration, and it is generally well-tolerated, with a side effect profile similar to other cephalosporins. However, caution is advised in patients with a history of penicillin allergy. Overall, ceftaroline fosamil represents an important therapeutic option in the fight against multidrug-resistant bacterial infections.
Formula:C22H22N8O8PS4·C2H3O2
InChI: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-,19-;/m1./s1
InChI key:InChIKey=UGHHNQFYEVOFIV-VRDMTWHKSA-N
SMILES:C(O)(=O)C=1N2[C@@]([C@H](NC(/C(=N\OCC)/C=3N=C(NP(=O)(O)O)SN3)=O)C2=O)(SCC1SC4=NC(=CS4)C=5C=C[N+](C)=CC5)[H].C(C)([O-])=O
Synonyms:
  • TAK 599
  • PPI 0903
  • Ceftaroline fosamil
  • Pyridinium, 4-[2-[[(6R,7R)-2-carboxy-7-[[(2Z)-2-(ethoxyimino)-2-[5-(phosphonoamino)-1,2,4-thiadiazol-3-yl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]thio]-4-thiazolyl]-1-methyl-, acetate (1:1)
  • Pyridinium, 4-[2-[[(6R,7R)-2-carboxy-7-[[(2Z)-(ethoxyimino)[5-(phosphonoamino)-1,2,4-thiadiazol-3-yl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]thio]-4-thiazolyl]-1-methyl-, acetate
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Found 9 products.