Compound ID | 2037

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Ofloxacin

Synonym(s): DL 8280  |  DL-8280  |  DL8280

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; racemic mixture. Oral, intravenous and topical application.
Year first mentioned: 1980
Development status: Approved, off-patent, not available in many countries
Chemical structure(s):
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Molecular weight: 361.37
Iso. SMILES: CC1COC2=C3N1C=C(C(=O)C3=CC(=C2N4CCN(CC4)C)F)C(=O)O
InChI Key: GSDSWSVVBLHKDQ-UHFFFAOYSA-N
Can. SMILES: CC1COC2=C(C(=CC3=C2N1C=C(C3=O)C(=O)O)F)N4CCN(C)CC4
InChI: InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/4583
Guide to Pharmacology: ofloxacin
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/36265724/
  • https://pubmed.ncbi.nlm.nih.gov/36453351/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8399897/
  • https://www.sciencedirect.com/science/article/abs/pii/S1341321X02712099

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