Compound ID | 3194

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Nitroxoline

Class: Small molecule antibacterial agent

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: RNA synthesis inhibitor and membrane-active agent (i.e. perturbs outer membrane)
Target Pathogen: Active against Escherichia coli, Klebsiella sp., and Enterobacter sp.; indicated for urinary tract infections; membrane-active agent (perturbs outer membrane of Gram-negatives)
Description: Synthetic compound; 5-nitro-8-hydroxyquinoline
Year first mentioned: 1947
Development status: Approved in Europe
Chemical structure(s):
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Molecular weight: 190.16
Iso. SMILES: C1=CC2=C(C=CC(=C2N=C1)O)[N+](=O)[O-]
InChI Key: RJIWZDNTCBHXAL-UHFFFAOYSA-N
Can. SMILES: C1=CN=C2C(=C1)C(=CC=C2O)[N+](=O)[O-]
InChI: InChI=1S/C9H6N2O3/c12-8-4-3-7(11(13)14)6-2-1-5-10-9(6)8/h1-5,12H
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/19910
Citations:
  • https://journals.co.za/doi/epdf/10.10520/AJA20785135_19317
  • https://journals.asm.org/doi/10.1128/aac.03946-14

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