Compound ID | 933

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Amifloxacin

Synonym(s): WIN 49375  |  WIN 49375-3

Class: Fluoroquinolone

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: DNA synthesis inhibitor
Target Pathogen: Broad Gram-negative activity
Institute where first reported: Sanofi Winthrop (Sanofi Aventis, France); Yamanouchi Pharma. (Astellas Pharma., Japan)
Highest development stage: Phase 2
Development status: Inactive
Reason dropped: A number of frequent side effects: dizziness, gastrointestinal disorders, skin disorders and headaches
Chemical structure(s):
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Molecular weight: 334.35
Iso. SMILES: CNN1C=C(C(=O)C2=CC(=C(C=C21)N3CCN(CC3)C)F)C(=O)O
InChI Key: RUXPNBWPIRDVTH-UHFFFAOYSA-N
Can. SMILES: CNN1C=C(C(=O)C2=C1C=C(C(=C2)F)N3CCN(C)CC3)C(=O)O
InChI: InChI=1S/C16H19FN4O3/c1-18-21-9-11(16(23)24)15(22)10-7-12(17)14(8-13(10)21)20-5-3-19(2)4-6-20/h7-9,18H,3-6H2,1-2H3,(H,23,24)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/55492
Guide to Pharmacology: amifloxacin
Citations:
  • https://doi.org/10.1128/aac.34.6.974
  • https://doi.org/10.1128/aac.26.2.275

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