Compound ID | 1886

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Cefazedone

Synonym(s): Cephazedone

Class: Beta-lactam (cephalosporin, first 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 moderately against Enterobacteriaceae but high resistance rates in Enterobacteriaceae
Description: Semisynthetic Cephalosporin, derived from Cephalosporin C
Year first mentioned: 1979
Development status: Experimental
Chemical structure(s):
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Molecular weight: 548.45
Iso. SMILES: CC1=NN=C(S1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CN4C=C(C(=O)C(=C4)Cl)Cl)SC2)C(=O)O
InChI Key: VTLCNEGVSVJLDN-MLGOLLRUSA-N
Can. SMILES: CC1=NN=C(SCC2=C(C(=O)O)N3C(=O)[C@H]([C@H]3SC2)NC(=O)CN4C=C(C(=O)C(=C4)Cl)Cl)S1
InChI: InChI=1S/C18H15Cl2N5O5S3/c1-7-22-23-18(33-7)32-6-8-5-31-16-12(15(28)25(16)13(8)17(29)30)21-11(26)4-24-2-9(19)14(27)10(20)3-24/h2-3,12,16H,4-6H2,1H3,(H,21,26)(H,29,30)/t12-,16-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/71736
Guide to Pharmacology: cefazedone
Citation: https://pubmed.ncbi.nlm.nih.gov/582712/

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