Structure via PubChem · Public domain (PubChem)
moxifloxacin
Sign in to saveAlso known as 1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-((4as,7as)-octahydro-6H-pyrrolo(3,4-b)pyridin-6-yl)-4-oxo-3-quinolinecarboxylic acid
Moxifloxacin is an antibiotic, used to treat bacterial infections, including pneumonia, conjunctivitis, endocarditis, tuberculosis, and sinusitis. It can be given by mouth, by injection into a vein, and as an eye drop.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 462255811
- Drug.image
- Moxifloxacin skeletal formula based on xtal 2006.svg
- Drug.image_class
- skin-invert-image
- Drug.image2
- Moxifloxacin ball-and-stick model from xtal 2011.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Avelox, Vigamox, Moxiflox, others
- Drug.MedlinePlus
- a600002
- Drug.licence_US
- Moxifloxacin
- Drug.pregnancy_AU
- B3
- Drug.routes_of_administration
- By mouth, intravenous, eye drops
- Drug.class
- Antibiotic (fluoroquinolone)
- Drug.ATC_prefix
- J01
- Drug.ATC_suffix
- MA14
- Drug.legal_AU
- S4
- Drug.legal_US
- Rx-only
- Drug.bioavailability
- 86%
- Drug.protein_bound
- 47%
via Wikipedia infobox
Chemical data
- Formula
- C21H24FN3O4
- Molecular weight
- 401.4 g/mol
- IUPAC name
- 7-[(4aS,7aS)-1,2,3,4,4a,5,7,7a-octahydropyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxoquinoline-3-carboxylic acid
- SMILES
- COC1=C2C(=CC(=C1N3C[C@@H]4CCCN[C@@H]4C3)F)C(=O)C(=CN2C5CC5)C(=O)O
- InChIKey
- FABPRXSRWADJSP-MEDUHNTESA-N
- XLogP
- 0.6
- Polar surface area
- 82.1 Ų
- H-bond donors
- 2
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1999
- Admin. routes
- oral, parenteral, topical
- Indications
- diabetes mellitus, acute coronary syndrome, chronic obstructive pulmonary disease, infection
via ChEMBL · EBI
Research
7,368 papers- Moxifloxacin.Drugs · 1999
- Moxifloxacin hydrochloride.Profiles of drug substances, excipients, and related methodology · 2014
- Moxifloxacin monotherapy for treatment of uncomplicated pelvic inflammatory disease: A systematic review and meta-analysis with trial sequential analysis of randomized controlled trials.Pharmacoepidemiology and drug safety · 2023
- Moxifloxacin Bayer.Current opinion in investigational drugs (London, England : 2000) · 2000
- Moxifloxacin-induced QT interval prolongation and torsades de pointes: a narrative review.Expert opinion on drug safety · 2018
via PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 401.175
- Has use
- medication
Show 9 more facts
- significant drug interaction
- cortisol
- chemical formula
- C₂₁H₂₄FN₃O₄
- medical condition treated
- pneumonia
- isomeric SMILES
- COC1=C2C(=CC(=C1N3C[C@@H]4CCCN[C@@H]4C3)F)C(=O)C(=CN2C5CC5)C(=O)O
- canonical SMILES
- COC1=C2C(=CC(=C1N3CC4CCCNC4C3)F)C(=O)C(=CN2C5CC5)C(=O)O
- World Health Organisation international non-proprietary name
- moxifloxacin
- subject has role
- bactericide
- Commons category
- Moxifloxacin
- legal status (medicine)
- boxed warning
via Wikidata · CC0
~14 min read
Encyclopedic overview
18 sectionsContents
- Medical uses
- Susceptible bacteria
- Adverse effects
- Pregnancy and breastfeeding
- Contraindications
- Children and adolescents
- Interactions
- Overdose
- Pharmacology
- Mechanism of action
- Pharmacokinetics
- Chemistry
- History
- Patent
- Society and culture
- Regulatory actions
- Generic equivalents
- References
Moxifloxacin is an antibiotic, used to treat bacterial infections, including pneumonia, conjunctivitis, endocarditis, tuberculosis, and sinusitis. It can be given by mouth, by injection into a vein, and as an eye drop.
Common side effects include diarrhea, dizziness, and headache. Severe side effects may include spontaneous tendon ruptures, nerve damage, and worsening of myasthenia gravis. Safety of use in pregnancy and breastfeeding is unclear. Moxifloxacin is in the fluoroquinolone family of medications. It usually kills bacteria by blocking their ability to duplicate DNA.
Excerpted from Wikipedia’s “moxifloxacin” article, available under the CC BY-SA 4.0 licence.