Structure via PubChem · Public domain (PubChem)
enoxacin
Sign in to saveAlso known as Flumark®, Penetrex®, 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-1,8-naphthyridine-3-carboxylic acid, 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-1,8-naphthyridine-3-carboxylic acid, Enoxacinum, Énoxacine
Enoxacin is an oral broad-spectrum fluoroquinolone antibacterial agent used in the treatment of urinary tract infections and gonorrhea. Insomnia is a common adverse effect. It is no longer available in the United States.
Chemical data
- Formula
- C15H17FN4O3
- Molecular weight
- 320.32 g/mol
- IUPAC name
- 1-ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,8-naphthyridine-3-carboxylic acid
- SMILES
- CCN1C=C(C(=O)C2=CC(=C(N=C21)N3CCNCC3)F)C(=O)O
- InChIKey
- IDYZIJYBMGIQMJ-UHFFFAOYSA-N
- XLogP
- -0.2
- Polar surface area
- 85.8 Ų
- H-bond donors
- 2
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1991
- Admin. routes
- oral
- Indications
- osteomyelitis, bacterial disease, amyotrophic lateral sclerosis
via ChEMBL · EBI
Research
1,255 papers- Advances in the Synthesis and Biological Applications of Enoxacin-Based Compounds.Biomolecules · 2024
- Enoxacin: a new fluoroquinolone.Clinical pharmacy · 1989
- Enoxacin: a reappraisal of its clinical efficacy in the treatment of genitourinary tract infections.Drugs · 1996
- Enoxacin. A review of its antibacterial activity, pharmacokinetic properties and therapeutic use.Drugs · 1988
- [Enoxacin--comparative pharmacokinetics and tissue penetration].Infection · 1989
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 320.128469
- Has use
- medication
Show 8 more facts
- chemical formula
- C₁₅H₁₇FN₄O₃
- medical condition treated
- cystitis
- has characteristic
- bitterness
- canonical SMILES
- CCN1C=C(C(=O)C2=CC(=C(N=C21)N3CCNCC3)F)C(=O)O
- subject has role
- bactericide
- World Health Organisation international non-proprietary name
- enoxacin
- defined daily dose
- 0.8
- Commons category
- Enoxacin
Sources (7)
via Wikidata · CC0
~4 min read
Encyclopedic overview
10 sectionsContents
- Mechanism of action
- Pharmacokinetics
- Medical uses
- Adverse effects
- Contraindications
- Interactions
- Notes
- References
- Further reading
- External links
Enoxacin is an oral broad-spectrum fluoroquinolone antibacterial agent used in the treatment of urinary tract infections and gonorrhea. Insomnia is a common adverse effect. It is no longer available in the United States.
Enoxacin may have cancer inhibiting effect.
Excerpted from Wikipedia’s “enoxacin” article, available under the CC BY-SA 4.0 licence.