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Lomefloxacin
Systematic (IUPAC) name
(RS)-1-ethyl-6,8-difluoro- 7-(3-methylpiperazin-1-yl)- 4-oxo-quinoline-3- carboxylic acid
Identifiers
CAS number 98079-51-7
ATC code J01MA07 S01AX17
PubChem 3948
DrugBank APRD01076
Chemical data
Formula C 17H19F2N3O3  
Mol. mass 351.348 g/mol
Pharmacokinetic data
Bioavailability  ?
Protein binding 10%
Metabolism  ?
Half life 8 hours
Excretion  ?
Therapeutic considerations
Pregnancy cat.  ?
Legal status
Routes  ?
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Lomefloxacin hydrochloride (sold under the following brand names in English speaking countries Maxaquin, Okacyn, Uniquin), is a fluoroquinolone antibiotic, used to treat bacterial infections including bronchitis and urinary tract infections. It is also used to prevent urinary tract infections prior to surgery. Lomefloxacin is associated with phototoxicity and central nervous system adverse effects.[1]

October 2008 the FDA added the following Black Box Warning to the product insert for Maxaquin:

WARNING: Fluoroquinolones, including Maxaquin, are associated with an increased risk of tendinitis and tendon rupture in all ages. This risk is further increased in older patients usually over 60 years of age, in patients taking corticosteroid drugs, and in patients with kidney, heart or lung transplants (See WARNINGS). To reduce the development of drug-resistant bacteria and maintain the effectiveness of Maxaquin and other antibacterial drugs, Maxaquin should be used only to treat or prevent infections that are proven or strongly suspected to be caused by bacteria'.[2]

Lomefloxacin is unique in that it forms a magnesium chelate with itself. The chelate is formed between the 2-carbonyl group of two separate lomefloxacin molecules.

See also

References

  1. ^ Rubinstein, E. (2001). "History of quinolones and their side effects.". Chemotherapy 47 (Suppl 3): 3–8; discussion 44–8. PMID 11549783.  
  2. ^ October 2008 revision of the package insert for maxaquin
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