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.
In the Vinony graph
Vinony's link graph records 123 inbound references to enoxacin, and connects out to sulfamethazine, antibiotic and urinary tract infection.
It sits within the topics 1-Piperazinyl compounds, Carboxylic acids and CYP1A2 inhibitors.
Vinony links it to 16 Wikipedia language editions.
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.