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grepafloxacin

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grepafloxacin

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Also known as Vaxor

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 Grepafloxacin was withdrawn worldwide from markets in 1999, due to the drug's potential to cause a potentially fatal cardiac arrhythmia.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Withdrawn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

via PubMed

Wikidata facts

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 sections
Contents
  • 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 Grepafloxacin was withdrawn worldwide from markets in 1999, due to the drug's potential to cause a potentially fatal cardiac arrhythmia.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.

Gallery (4)