Structure via PubChem · Public domain (PubChem)
norfloxacin
Sign in to saveAlso known as MK-366, Baccidal, Chibroxin, Noroxin, 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid, NFLX, Norfloxacine, 1-Ethyl-6-fluor-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-chinolincarbonsaeure
Norfloxacin, sold under the brand name Noroxin among others, is an antibiotic that belongs to the class of fluoroquinolone antibiotics. It is used to treat urinary tract infections, gynecological infections, inflammation of the prostate gland, gonorrhea and bladder infection. Eye drops were approved for use in children older than one year of age.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 461742799
- Drug.IUPAC_name
- 1-ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1H-quinoline-3-carboxylic acid
- Drug.image
- Norfloxacin.svg
- Drug.image_class
- skin-invert-image
- Drug.tradename
- Noroxin, Chibroxin, Trizolin, others
- Drug.MedlinePlus
- a687006
- Drug.pregnancy_US
- C
- Drug.legal_US
- Rx-only
- Drug.routes_of_administration
- Oral, ophthalmic
- Drug.bioavailability
- 30 to 40%
- Drug.protein_bound
- 10 to 15%
- Drug.metabolism
- Hepatic
- Drug.elimination_half life
- 3 to 4 hours
- Drug.excretion
- Renal and fecal
- Drug.CAS_number
- 70458-96-7
- Drug.ATC_prefix
- J01
- Drug.ATC_suffix
- MA06
via Wikipedia infobox
Chemical data
- Formula
- C16H18FN3O3
- Molecular weight
- 319.33 g/mol
- IUPAC name
- 1-ethyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid
- SMILES
- CCN1C=C(C(=O)C2=CC(=C(C=C21)N3CCNCC3)F)C(=O)O
- InChIKey
- OGJPXUAPXNRGGI-UHFFFAOYSA-N
- XLogP
- -1
- Polar surface area
- 72.9 Ų
- H-bond donors
- 2
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Research
6,752 papers- Norfloxacin versus alternative antibiotics for prophylaxis of spontaneous bacteria peritonitis in cirrhosis: a systematic review and meta-analysis.BMC infectious diseases · 2023
- Norfloxacin: its potential in clinical practice.The American journal of medicine · 1987
- Norfloxacin: a quinoline antibiotic.Drug intelligence & clinical pharmacy · 1986
- Norfloxacin. A review of its antibacterial activity, pharmacokinetic properties and therapeutic use.Drugs · 1985
- Norfloxacin, a fluoroquinolone antibacterial agent. Classification, mechanism of action, and in vitro activity.The American journal of medicine · 1987
via PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 319.13322
- Has use
- medication
Show 8 more facts
- chemical formula
- C₁₆H₁₈FN₃O₃
- subject has role
- bactericide
- medical condition treated
- gonorrhea
- canonical SMILES
- CCN1C=C(C(=O)C2=CC(=C(C=C21)N3CCNCC3)F)C(=O)O
- World Health Organisation international non-proprietary name
- norfloxacin
- defined daily dose
- 0.8
- Commons category
- Norfloxacin
- found in taxon
- Caloboletus radicans
Sources (6)
via Wikidata · CC0
~18 min read
Encyclopedic overview
12 sectionsContents
- Medical uses
- Contraindications
- Adverse effects
- Interactions
- Medications
- Overdose
- Mechanism of action
- Pharmacokinetics
- History
- Availability
- References
- External links
Norfloxacin, sold under the brand name Noroxin among others, is an antibiotic that belongs to the class of fluoroquinolone antibiotics. It is used to treat urinary tract infections, gynecological infections, inflammation of the prostate gland, gonorrhea and bladder infection. Eye drops were approved for use in children older than one year of age.
Norfloxacin is associated with a number of rare serious adverse reactions as well as spontaneous tendon ruptures and irreversible peripheral neuropathy. Tendon problems may manifest long after therapy had been completed and in severe cases may result in lifelong disabilities.
Excerpted from Wikipedia’s “norfloxacin” article, available under the CC BY-SA 4.0 licence.