Antibiotic
Pharmaceutical compound
Moxifloxacin Trade names Avelox, Vigamox, Moxiflox, others Other names Moxifloxacine; BAY 12-8039 AHFS /Drugs.com Monograph MedlinePlus a600002 License data
Pregnancy category Routes of administration By mouth , intravenous , eye drops Drug class Antibiotic (fluoroquinolone )ATC code Legal status
Bioavailability 86%[ 2] Protein binding 47%[ 2] Metabolism Glucuronide and sulfate conjugation ; CYP450 Tooltip cytochrome P450 system not involved[ 3] Elimination half-life 12.1 hours[ 2] Excretion Urine , feces
1-Cyclopropyl-7-[(1S ,6S )-2,8-diazabicyclo[4.3.0]nonan-8-yl]-6-fluoro-8-methoxy-4-oxoquinoline-3-carboxylic acid
CAS Number PubChem CID DrugBank ChemSpider UNII KEGG ChEMBL NIAID ChemDB CompTox Dashboard (EPA ) ECHA InfoCard 100.129.459 Formula C 21 H 24 F N 3 O 4 Molar mass 401.438 g·mol−1 3D model (JSmol )
COc1c2c(cc(c1N3C[C@@H]4CCCN[C@@H]4C3)F)c(=O)c(cn2C5CC5)C(=O)O
InChI=1S/C21H24FN3O4/c1-29-20-17-13(19(26)14(21(27)28)9-25(17)12-4-5-12)7-15(22)18(20)24-8-11-3-2-6-23-16(11)10-24/h7,9,11-12,16,23H,2-6,8,10H2,1H3,(H,27,28)/t11-,16+/m0/s1
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Moxifloxacin is an antibiotic , used to treat bacterial infections ,[ 4] including pneumonia , conjunctivitis , endocarditis , tuberculosis , and sinusitis .[ 4] [ 5] It can be given by mouth, by injection into a vein , and as an eye drop .[ 5]
Common side effects include diarrhea , dizziness, and headache.[ 4] Severe side effects may include spontaneous tendon ruptures , nerve damage , and worsening of myasthenia gravis .[ 4] Safety of use in pregnancy and breastfeeding is unclear.[ 6] Moxifloxacin is in the fluoroquinolone family of medications.[ 4] It usually kills bacteria by blocking their ability to duplicate DNA .[ 4]
Moxifloxacin was patented in 1988 and approved for use in the United States in 1999.[ 7] [ 8] It is on the World Health Organization's List of Essential Medicines .[ 9] In 2022, it was the 273rd most commonly prescribed medication in the United States, with more than 800,000 prescriptions.[ 10] [ 11]
^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)" . nctr-crs.fda.gov . FDA . Retrieved 22 October 2023 .
^ a b c Zhanel GG, Fontaine S, Adam H, Schurek K, Mayer M, Noreddin AM, et al. (2006). "A Review of New Fluoroquinolones : Focus on their Use in Respiratory Tract Infections". Treatments in Respiratory Medicine . 5 (6): 437– 465. doi :10.2165/00151829-200605060-00009 . PMID 17154673 . S2CID 26955572 .
^ World Health Organization (2008). Guidelines for the Programmatic Management of Drug-resistant Tuberculosis . World Health Organization. pp. 189–. ISBN 978-92-4-154758-1 .
^ a b c d e f "Moxifloxacin Hydrochloride" . The American Society of Health-System Pharmacists. Retrieved 29 August 2017 .
^ a b British national formulary : BNF 69 (69 ed.). British Medical Association. 2015. pp. 408, 757. ISBN 9780857111562 .
^ "Moxifloxacin Use During Pregnancy" . Drugs.com . Retrieved 10 December 2017 .
^ "Details for NDA:021085" . DrugPatentWatch. Retrieved 17 July 2009 .
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery . John Wiley & Sons. p. 501. ISBN 9783527607495 .
^ World Health Organization (2023). The selection and use of essential medicines 2023: web annex A: World Health Organization model list of essential medicines: 23rd list (2023) . Geneva: World Health Organization. hdl :10665/371090 . WHO/MHP/HPS/EML/2023.02.
^ "The Top 300 of 2022" . ClinCalc . Archived from the original on 30 August 2024. Retrieved 30 August 2024 .
^ "Moxifloxacin Drug Usage Statistics, United States, 2013 - 2022" . ClinCalc . Retrieved 30 August 2024 .