Structure via PubChem · Public domain (PubChem)
sparfloxacin
Sign in to saveAlso known as Spara, Zagam, cis-5-Amino-1-cyclopropyl-7-(3,5-dimethyl-1-piperazinyl)-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, AT-4140, CI-978
Sparfloxacin is a fluoroquinolone antibiotic used in the treatment of bacterial infections. It has a controversial safety profile.
Chemical data
- Formula
- C19H22F2N4O3
- Molecular weight
- 392.4 g/mol
- IUPAC name
- 5-amino-1-cyclopropyl-7-[(3R,5S)-3,5-dimethylpiperazin-1-yl]-6,8-difluoro-4-oxoquinoline-3-carboxylic acid
- SMILES
- C[C@@H]1CN(C[C@@H](N1)C)C2=C(C(=C3C(=C2F)N(C=C(C3=O)C(=O)O)C4CC4)N)F
- InChIKey
- DZZWHBIBMUVIIW-DTORHVGOSA-N
- XLogP
- 0.1
- Polar surface area
- 98.9 Ų
- H-bond donors
- 3
- H-bond acceptors
- 9
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1996
- Admin. routes
- oral
- Indications
- osteomyelitis, bacterial disease
via ChEMBL · EBI
Research
1,325 papers- Sparfloxacin: a review.Clinical therapeutics · 2000
- Clinical pharmacokinetics of sparfloxacin.Clinical pharmacokinetics · 1993
- Levofloxacin and sparfloxacin: new quinolone antibiotics.The Annals of pharmacotherapy · 1998
- Sparfloxacin ameliorates DSS-induced ulcerative colitis by suppressing cellular senescence, JAK/NF-κB signaling pathway and modulation of the gut microbiota-metabolite axis.Biochemical pharmacology · 2025
- Sparfloxacin. A review of its antibacterial activity, pharmacokinetic properties, clinical efficacy and tolerability in lower respiratory tract infections.Drugs · 1997
via PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 392.165997
- Has use
- medication
Show 7 more facts
- significant drug interaction
- thioridazine
- chemical formula
- C₁₉H₂₂F₂N₄O₃
- defined daily dose
- 0.2
- medical condition treated
- bronchitis
- canonical SMILES
- CC1CN(CC(N1)C)C2=C(C3=C(C(=C2F)N)C(=O)C(=CN3C4CC4)C(=O)O)F
- isomeric SMILES
- C[C@@H]1CN(C[C@@H](N1)C)C2=C(C3=C(C(=C2F)N)C(=O)C(=CN3C4CC4)C(=O)O)F
- Commons category
- Sparfloxacin
via Wikidata · CC0
~5 min read
Encyclopedic overview
5 sectionsContents
- Medical uses
- Adverse reactions
- Pharmacological properties
- Mechanism of action
- References
Sparfloxacin is a fluoroquinolone antibiotic used in the treatment of bacterial infections. It has a controversial safety profile.
It was patented in 1985 and approved for medical use in 1993. Zagam is no longer available in the United States.
Excerpted from Wikipedia’s “sparfloxacin” article, available under the CC BY-SA 4.0 licence.