Compound ID | 2033

Lomefloxacin

Synonym(s): Maxaquin  |  NY-198

Class: Fluoroquinolone

Spectrum of activity: Gram-positive  &  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. Mostly topical use
Year first mentioned: 1987
Highest developmental phase: Approved by FDA in 1992
Development status: Discontinued
Reason Dropped: Phototoxicity and central nervous system (CNS) effects
Chemical structure(s):
Canonical SMILES: CCN1C=C(C(=O)C2=C1C(=C(C(=C2)F)N3CCNC(C)C3)F)C(=O)O
Isomeric SMILES: CCN1C=C(C(=O)C2=CC(=C(C(=C21)F)N3CCNC(C3)C)F)C(=O)O
InChI: InChI=1S/C17H19F2N3O3/c1-3-21-8-11(17(24)25)16(23)10-6-12(18)15(13(19)14(10)21)22-5-4-20-9(2)7-22/h6,8-9,20H,3-5,7H2,1-2H3,(H,24,25)
InChI Key: ZEKZLJVOYLTDKK-UHFFFAOYSA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/3948
External links:
Guide to Pharmacology: lomefloxacin
Main Source: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC90866/
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/15917145/
  • https://pubmed.ncbi.nlm.nih.gov/24528107/
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