Compound ID | 1901

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Cefotiam

Class: Beta-lactam (cephalosporin, second 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 Cephalosporin, derived from Cephalosporin C
Institute where first reported: Takeda Pharmaceuticals
Year first mentioned: 1979
Highest developmental phase: Approved by FDA in 1988
Development status: Discontinued
Chemical structure(s):
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Molecular weight: 525.63
Iso. SMILES: CN(C)CCN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CC4=CSC(=N4)N)SC2)C(=O)O
InChI Key: QYQDKDWGWDOFFU-IUODEOHRSA-N
Can. SMILES: CN(C)CCN1C(=NN=N1)SCC2=C(C(=O)O)N3C(=O)[C@H]([C@H]3SC2)NC(=O)CC4=CSC(=N4)N
InChI: InChI=1S/C18H23N9O4S3/c1-25(2)3-4-26-18(22-23-24-26)34-7-9-6-32-15-12(14(29)27(15)13(9)16(30)31)21-11(28)5-10-8-33-17(19)20-10/h8,12,15H,3-7H2,1-2H3,(H2,19,20)(H,21,28)(H,30,31)/t12-,15-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/43708
Guide to Pharmacology: cefotiam
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/33309628/
  • https://pubmed.ncbi.nlm.nih.gov/2680212/

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