Compound ID | 1898

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Loracarbef

Synonym(s): Lorabid  |  LY-163892

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; it is less vulnerable to extended-spectum beta-lactamases (ESBL)
Description: Synthetic Cephalosporin (carbacephem). Oral application
Institute where first reported: King Pharmaceuticals
Year first mentioned: 1991
Highest developmental phase: Approved by FDA in 1991
Development status: Approved, off-patent , discontinued in many countries
Reason Dropped: Discontinued in the US
Chemical structure(s):
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Molecular weight: 349.77
Iso. SMILES: C1CC(=C(N2[C@H]1[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)O)Cl
InChI Key: JAPHQRWPEGVNBT-UTUOFQBUSA-N
Can. SMILES: C1=CC=C(C=C1)[C@H](C(=O)N[C@H]2[C@H]3CCC(=C(C(=O)O)N3C2=O)Cl)N
InChI: InChI=1S/C16H16ClN3O4/c17-9-6-7-10-12(15(22)20(10)13(9)16(23)24)19-14(21)11(18)8-4-2-1-3-5-8/h1-5,10-12H,6-7,18H2,(H,19,21)(H,23,24)/t10-,11-,12+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5284585
Guide to Pharmacology: loracarbef
Citation: https://pubmed.ncbi.nlm.nih.gov/8453172/

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