Compound ID | 2046

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Fleroxacin

Synonym(s): Ro-23-6240  |  Megalocin  |  AM-833

Class: Fluoroquinolone

Spectrum of activity: Gram-negative
Details of activity: Binds to type II topoisomerases, gyrase and topoisomerase IV and thus, inhibits DNA cleavage and ligation reactions. It kills bacterial cells by increasing the concentration of enzyme–DNA cleavage complexes, thereby inhibiting cell replication.
Description: Synthetic quinoline derivative.
Year first mentioned: 1986
Development status: Approved, off-patent, withdrawn in most countries
Reason Dropped: Phototoxicity
Chemical structure(s):
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Molecular weight: 369.34
Iso. SMILES: CN1CCN(CC1)C2=C(C=C3C(=C2F)N(C=C(C3=O)C(=O)O)CCF)F
InChI Key: XBJBPGROQZJDOJ-UHFFFAOYSA-N
Can. SMILES: CN1CCN(CC1)C2=C(C3=C(C=C2F)C(=O)C(=CN3CCF)C(=O)O)F
InChI: InChI=1S/C17H18F3N3O3/c1-21-4-6-22(7-5-21)15-12(19)8-10-14(13(15)20)23(3-2-18)9-11(16(10)24)17(25)26/h8-9H,2-7H2,1H3,(H,25,26)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/3357
Guide to Pharmacology: fleroxacin
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/15917145/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8399897/
  • https://pubmed.ncbi.nlm.nih.gov/11354912/

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