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grepafloxacin
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Grepafloxacin (trade name Raxar, Glaxo Wellcome) was an oral broad-spectrum fluoroquinolone antibacterial agent used to treat bacterial infections. Grepafloxacin was withdrawn worldwide from markets in 1999, due to the drug's potential to cause a potentially fatal cardiac arrhythmia.
Chemical data
- Formula
- C19H22FN3O3
- Molecular weight
- 359.4 g/mol
- IUPAC name
- 1-cyclopropyl-6-fluoro-5-methyl-7-(3-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1997
- Admin. routes
- oral
- Indications
- osteomyelitis, bacterial disease
via ChEMBL · EBI
Research
345 papers- Grepafloxacin.Drugs · 1997
- Pharmacokinetics of grepafloxacin.The Journal of antimicrobial chemotherapy · 1997
- Grepafloxacin: a review of its safety profile based on clinical trials and postmarketing surveillance.Clinical therapeutics · 1999
- Grepafloxacin--focus on respiratory infections.The Journal of antimicrobial chemotherapy · 1997
- Antibacterial activity of grepafloxacin.The Journal of antimicrobial chemotherapy · 1997
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 359.16452
- Has use
- medication
Show 4 more facts
- chemical formula
- C₁₉H₂₂FN₃O₃
- canonical SMILES
- CC1CN(CCN1)C2=C(C(=C3C(=C2)N(C=C(C3=O)C(=O)O)C4CC4)C)F
- defined daily dose
- 0.4
- Commons category
- Grepafloxacin
Sources (3)
via Wikidata · CC0
~3 min read
Encyclopedic overview
5 sectionsContents
- Clinical uses
- Synthesis
- Stereochemistry
- See also
- References
Grepafloxacin (trade name Raxar, Glaxo Wellcome) was an oral broad-spectrum fluoroquinolone antibacterial agent used to treat bacterial infections. Grepafloxacin was withdrawn worldwide from markets in 1999, due to the drug's potential to cause a potentially fatal cardiac arrhythmia.
== Clinical uses == Grepafloxacin was used for treating exacerbations of chronic bronchitis caused by susceptible bacteria (e.g. Haemophilus influenzae, Streptococcus pneumoniae, Moraxella catarrhalis), community-acquired pneumonia (including those, in addition to the above germs, caused by Mycoplasma pneumoniae) gonorrhea and non-gonococcal urethritis and cervicitis (for example caused by Chlamydia trachomatis or Ureaplasma urealyticum).
Excerpted from Wikipedia’s “grepafloxacin” article, available under the CC BY-SA 4.0 licence.