Compound ID | 3587

Update compound information

Rosoxacin

Synonym(s): 1-ethyl-1,4-dihydro-4-oxo-7-(4-pyridinyl)-3-quinoline-carboxylic acid

Class: Quinolone

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: DNA synthesis inhibitor. DNA gyrase inhibitor
Target Pathogen: Active against Staphylococcus aureus, Neisseria gonorrhoeae, and Chlamydia trachomatis
Description: Synthetic compound; shows efficacy in male gonococcal urethritis
Institute where first reported: Sterling-Winthrop Research Institute
Year first mentioned: 1980
Highest development stage: Approved
Development status: Active
Chemical structure(s):
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Molecular weight: 294.31
Iso. SMILES: CCN1C=C(C(=O)C2=C1C=C(C=C2)C3=CC=NC=C3)C(=O)O
InChI Key: XBPZXDSZHPDXQU-UHFFFAOYSA-N
Can. SMILES: CCN1C=C(C(=O)C2=CC=C(C=C21)C3=CC=NC=C3)C(=O)O
InChI: InChI=1S/C17H14N2O3/c1-2-19-10-14(17(21)22)16(20)13-4-3-12(9-15(13)19)11-5-7-18-8-6-11/h3-10H,2H2,1H3,(H,21,22)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/287180
Guide to Pharmacology: rosoxacin
Citations:
  • https://journals.asm.org/doi/10.1128/aac.29.4.598?url_ver=Z39.88-2003&rfr_id=ori%3Arid%3Acrossref.org&rfr_dat=cr_pub++0pubmed
  • https://journals.asm.org/doi/10.1128/aac.18.5.738

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