File:Ciprofloxacin_chemical_structure.svg · Wikimedia Commons · See Wikimedia Commons
ciprofloxacin
Sign in to saveAlso known as Cipro, BAY-Q-3939, Velmonit, Ciloxan, Ciprobay, Ciprofloxacine, 1-Cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic acid, 1-Cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid
Ciprofloxacin is a fluoroquinolone antibiotic used to treat a number of bacterial infections. This includes bone and joint infections, intra-abdominal infections, certain types of infectious diarrhea, respiratory tract infections, skin infections, typhoid fever, and urinary tract infections, among others. For some infections it is used in addition to other antibiotics. It can be taken by mouth, as eye drops, as ear drops, or intravenously.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 443526033
- Drug.image
- Ciprofloxacin skeletal formula from xtal 2010.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 200
- Drug.alt
- ciprofloxacin molecule
- Drug.caption
- structure
- Drug.image2
- Ciprofloxacin ball-and-stick model from xtal 2010.png
- Drug.image_class2
- bg-transparent
- Drug.alt2
- ciprofloxacin molecule
- Drug.caption2
- 3D model of ciprofloxacin
- Drug.tradename
- Cipro, others
- Drug.MedlinePlus
- a688016
- Drug.DailyMedID
- Ciprofloxacin
- Drug.pregnancy_AU
- B3
- Drug.routes_of_administration
- By mouth, intravenous, topical (ear drops, eye drops)
- Drug.class
- Fluoroquinolone
- Drug.ATC_prefix
- J01
via Wikipedia infobox
Chemical data
- Formula
- C17H18FN3O3
- Molecular weight
- 331.34 g/mol
- IUPAC name
- 1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-4-ium-1-ylquinoline-3-carboxylate
- SMILES
- C1CC1N2C=C(C(=O)C3=CC(=C(C=C32)N4CC[NH2+]CC4)F)C(=O)[O-]
- InChIKey
- MYSWGUAQZAJSOK-UHFFFAOYSA-N
- XLogP
- -1
- Polar surface area
- 80.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
~22 min read
Encyclopedic overview
28 sectionsContents
- Medical uses
- Pregnancy
- Breastfeeding
- Children
- Spectrum of activity
- Bacterial resistance
- Contraindications
- Adverse effects
- Tendon problems
- Cardiac arrhythmia
- Nervous system
- Cancer
- Other
- Overdose
- Interactions
- Mechanism of action
- Pharmacokinetics
- Chemical properties
- Usage
- History
- Society and culture
- Economics
- Generic equivalents
- Available forms
- Litigation
- Research
- References
- External links
Ciprofloxacin is a fluoroquinolone antibiotic used to treat a number of bacterial infections. This includes bone and joint infections, intra-abdominal infections, certain types of infectious diarrhea, respiratory tract infections, skin infections, typhoid fever, and urinary tract infections, among others. For some infections it is used in addition to other antibiotics. It can be taken by mouth, as eye drops, as ear drops, or intravenously.
Common side effects include nausea, vomiting, and diarrhea. Severe side effects include tendon rupture, hallucinations, and nerve damage. In people with myasthenia gravis, there is worsening muscle weakness. Rates of side effects appear to be higher than some groups of antibiotics such as cephalosporins but lower than others such as clindamycin. Studies in other animals raise concerns regarding use in pregnancy. No problems were identified, however, in the children of a small number of women who took the medication. It appears to be safe during breastfeeding. It is a second-generation fluoroquinolone with a broad spectrum of activity that usually results in the death of the bacteria.
Excerpted from Wikipedia’s “ciprofloxacin” article, available under the CC BY-SA 4.0 licence.