Compound ID | 1917

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Cefodizime

Synonym(s): HR221  |  HR 221  |  HR-221

Class: Beta-lactam (cephalosporin, third generation)

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Binds to bacterial penicillin-binding proteins (PBP) and interferes with bacterial cell wall integrity and synthesis. Active against Gram-positive bacteria and against many Enterobacteriaceae but vulnerable to extended-spectum beta-lactamases (ESBL)
Description: Semisynthetic Cephalosporine, derived from Cephalosporin C
Year first mentioned: 1978
Development status: Approved, off-patent, not available in many countries
Chemical structure(s):
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Molecular weight: 584.67
Iso. SMILES: CC1=C(SC(=N1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/C4=CSC(=N4)N)SC2)C(=O)O)CC(=O)O
InChI Key: XDZKBRJLTGRPSS-BGZQYGJUSA-N
Can. SMILES: CC1=C(CC(=O)O)SC(=N1)SCC2=C(C(=O)O)N3C(=O)[C@H]([C@H]3SC2)NC(=O)/C(=N\OC)/C4=CSC(=N4)N
InChI: InChI=1S/C20H20N6O7S4/c1-7-10(3-11(27)28)37-20(22-7)36-5-8-4-34-17-13(16(30)26(17)14(8)18(31)32)24-15(29)12(25-33-2)9-6-35-19(21)23-9/h6,13,17H,3-5H2,1-2H3,(H2,21,23)(H,24,29)(H,27,28)(H,31,32)/b25-12-/t13-,17-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5361871
Guide to Pharmacology: cefodizime
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/1526669/
  • https://pubmed.ncbi.nlm.nih.gov/1526675/
  • https://link.springer.com/article/10.2165/00003495-199244050-00008

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