flumequine
Sign in to saveFlumequine is a synthetic fluoroquinolone antibiotic used to treat bacterial infections. It is a first-generation fluoroquinolone antibacterial that has been removed from clinical use and is no longer being marketed. The marketing authorization of flumequine has been suspended throughout the EU. It kills bacteria by interfering with the enzymes that cause DNA to unwind and duplicate. Flumequine was used in veterinarian medicine for the treatment of enteric infections (all infections of the intestinal tract), as well as to treat cattle, swine, chickens, and fish, but only in a limited number of
Key facts
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 449624549
- Drug.IUPAC_name
- 7-fluoro-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid
- Drug.image
- Flumequine.svg
- Drug.image_class
- skin-invert-image
- Drug.legal_status
- withdrawn
- Drug.excretion
- urine and feces
- Drug.CAS_number
- 42835-25-6
- Drug.ATC_prefix
- J01
- Drug.ATC_suffix
- MB07
- Drug.PubChem
- 3374
- Drug.DrugBank
- DB08972
- Drug.ChEBI
- 85267
- Drug.UNII
- UVG8VSP2SJ
- Drug.KEGG
- D02302
- Drug.ChemSpiderID
- 3257
- Drug.smiles
- Fc2cc1C(=O)/C(C(=O)O)=C\N3c1c(c2)CCC3C
via Wikipedia infobox
Research
602 papers- Flumequine, a fluoroquinolone in disguise.npj antimicrobials and resistance · 2024
- Flumequine (Veterinary Medicinal Products).Food safety (Tokyo, Japan) · 2020
- Nano-immobilized flumequine with preserved antibacterial efficacy.Colloids and surfaces. B, Biointerfaces · 2020
- Flumequine-loaded titanate nanotubes as antibacterial agents for aquaculture farms.RSC advances · 2022
- Flumequine-Mediated Upregulation of p38 MAPK and JNK Results in Melanogenesis in B16F10 Cells and Zebrafish Larvae.Biomolecules · 2019
via PubMed
~7 min read
Encyclopedic overview
11 sectionsContents
- History
- Drug residue
- Licensed uses
- Availability
- Mode of action
- Adverse reactions
- Drug interactions
- Chemistry
- Pharmacokinetics
- See also
- References
Flumequine is a synthetic fluoroquinolone antibiotic used to treat bacterial infections. It is a first-generation fluoroquinolone antibacterial that has been removed from clinical use and is no longer being marketed. The marketing authorization of flumequine has been suspended throughout the EU. It kills bacteria by interfering with the enzymes that cause DNA to unwind and duplicate. Flumequine was used in veterinarian medicine for the treatment of enteric infections (all infections of the intestinal tract), as well as to treat cattle, swine, chickens, and fish, but only in a limited number of countries. It was occasionally used in France (and a few other European Countries) to treat urinary tract infections under the trade name Apurone. However this was a limited indication because only minimal serum levels were achieved.
==History== The first quinolone used was nalidixic acid (was marketed in many countries as Negram) followed by the fluoroquinolone flumequine. The first-generation fluoroquinolone agents, such as flumequine, had poor distribution into the body tissues and limited activity. As such they were used mainly for treatment of urinary tract infections. Flumequine (benzo quinolizine) was first patented in 1973, (German Patent) by Rikker Labs. Flumequine is a known antimicrobial compound described and claimed in U.S. Pat. No. 3,896,131 (Example 3), July 22, 1975. Flumequine is the first quinolone compound with a fluorine atom at the C6-position of the related quinolone basic molecular structure. Even though this was the first fluoroquinolone, it is often overlooked when classifying the drugs within this class by generations and excluded from such a list.
Excerpted from Wikipedia’s “flumequine” article, available under the CC BY-SA 4.0 licence.
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