Compound ID | 1883

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Cephradine

Synonym(s): Cefradine

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. Oral application
Year first mentioned: 1972
Highest developmental phase: Approved by FDA in 1974
Development status: Discontinued
Chemical structure(s):
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Molecular weight: 349.41
Iso. SMILES: CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)[C@@H](C3=CCC=CC3)N)SC1)C(=O)O
InChI Key: RDLPVSKMFDYCOR-UEKVPHQBSA-N
Can. SMILES: CC1=C(C(=O)O)N2C(=O)[C@H]([C@H]2SC1)NC(=O)[C@@H](C3=CCC=CC3)N
InChI: InChI=1S/C16H19N3O4S/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9/h2-3,6,10-11,15H,4-5,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/38103
Guide to Pharmacology: cephradine
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8730689/
  • https://pubmed.ncbi.nlm.nih.gov/4622888/

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