Compound ID | 2029

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Prulifloxacin

Class: Fluoroquinolone

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: DNA synthesis inhibitor. Binds to type II topoisomerases, gyrase and topoisomerase IV to inhibitor DNA cleavage and ligation reactions; bacterial topoisomerase inhibitor
Description: Synthetic quinoline derivative, prodrug of ulifloxacin. Very similar to ciprofloxacin.
Year first mentioned: 1987
Highest development stage: Approved
Development status: Approved
Chemical structure(s):
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Molecular weight: 461.47
Iso. SMILES: CC1N2C3=CC(=C(C=C3C(=O)C(=C2S1)C(=O)O)F)N4CCN(CC4)CC5=C(OC(=O)O5)C
InChI Key: PWNMXPDKBYZCOO-UHFFFAOYSA-N
Can. SMILES: CC1=C(CN2CCN(CC2)C3=CC4=C(C=C3F)C(=O)C(=C5N4C(C)S5)C(=O)O)OC(=O)O1
InChI: InChI=1S/C21H20FN3O6S/c1-10-16(31-21(29)30-10)9-23-3-5-24(6-4-23)15-8-14-12(7-13(15)22)18(26)17(20(27)28)19-25(14)11(2)32-19/h7-8,11H,3-6,9H2,1-2H3,(H,27,28)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/65947
Guide to Pharmacology: prulifloxacin
Citations:
  • https://www.ema.europa.eu/en/news/disabling-potentially-permanent-side-effects-lead-suspension-restrictions-quinolone-fluoroquinolone
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2650572/

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