cinoxacin
Sign in to saveAlso known as Cinobac, 64716, 1-Ethyl-6,7-methylenedioxy-4(1H)-oxocinnoline-3-carboxylic acid, 5-Ethyl-8-oxo-5,8-dihydro-1,3-dioxa-5,6-diaza-cyclopenta[b]naphthalene-7-carboxylic acid, Cinoxacine, Cinoxacino, Cinoxacinum
Cinoxacin is a quinolone antibiotic that has been discontinued in the U.K. as well the United States, both as a branded drug or a generic. The marketing authorization of cinoxacin has been suspended throughout the EU.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 460039276
- Drug.IUPAC_name
- 1-Ethyl-1,4-dihydro-4-oxo[1,3]dioxolo[4,5-g]cinnoline-3-carboxylic acid
- Drug.image
- Cinoxacin.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 260
- Drug.MedlinePlus
- a601013
- Drug.legal_UK_comment
- discontinued
- Drug.legal_US_comment
- discontinued
- Drug.protein_bound
- 60 to 80%
- Drug.CAS_number
- 28657-80-9
- Drug.ATC_prefix
- J01
- Drug.ATC_suffix
- MB06
- Drug.PubChem
- 2762
- Drug.DrugBank
- DB00827
- Drug.ChemSpiderID
- 2660
- Drug.UNII
- LMK22VUH23
- Drug.KEGG
- D00872
via Wikipedia infobox
Research
241 papers- Cinoxacin (Cinobac, Eli Lilly & Co.).Drug intelligence & clinical pharmacy · 1982
- Cinoxacin: mechanism of action, spectrum of activity, pharmacokinetics, adverse reactions, and therapeutic indications.Pharmacotherapy · 1982
- Cinoxacin. A review of its pharmacological properties and therapeutic efficacy in the treatment of urinary tract infections.Drugs · 1983
- Cinoxacin: an overview.Urology · 1981
- Influence of urinary pH on the pharmacokinetics of cinoxacin in humans and on antibacterial activity in vitro.Antimicrobial agents and chemotherapy · 1982
via PubMed
Wikidata facts
- Mass
- 262.058971
Show 5 more facts
- chemical formula
- C₁₂H₁₀N₂O₅
- Commons category
- Cinoxacin
- World Health Organisation international non-proprietary name
- cinoxacin
- canonical SMILES
- CCN1C2=CC3=C(C=C2C(=O)C(=N1)C(=O)O)OCO3
- defined daily dose
- 1
Sources (3)
via Wikidata · CC0
~6 min read
Article
13 sectionsContents
- History
- Licensed uses
- Availability
- Mode of action
- Contraindications
- Adverse reactions
- Overdose
- Pharmacokinetics
- Dosing
- Impaired renal function
- Susceptible bacteria
- References
- External links
Cinoxacin is a quinolone antibiotic that has been discontinued in the U.K. as well the United States, both as a branded drug or a generic. The marketing authorization of cinoxacin has been suspended throughout the EU.
Cinoxacin was an older synthetic antimicrobial related to the quinolone class of antibiotics with activity similar to oxolinic acid and nalidixic acid. It was commonly used thirty years ago to treat urinary tract infections in adults. There are reports that cinoxacin had also been used to treat initial and recurrent urinary tract infections and bacterial prostatitis in dogs. however this veterinary use was never approved by the United States Food and Drug Administration (FDA). In complicated UTI, the older gyrase-inhibitors such as cinoxacin are no longer indicated.