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Levofloxacin

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Levofloxacin chemical structure
Levofloxacin

(-)-(S)-9-fluoro-2,3-dihydro-3-methyl-
10-(4-methyl-1-piperazinyl)-7-oxo-
7H-pyrido(1,2,3-de)-1,4-benzoxazine-6-carboxylic acid
CAS number
100986-85-4
ATC code
J01MA12, S01AX19
Chemical formula C18H20FN3O4
Molecular weight 361.371
Bioavailability 100%
Metabolism slightly
Elimination half-life 6-8 hrs
Excretion Urine (> 85%)
Pregnancy category not to be used
Legal status ?
Routes of administration oral and iv

Levofloxacin is a fluoroquinolone antibiotic, marketed by Ortho-McNeil under the trade name Levaquin. Chemically, levofloxacin is the S-enantiomer (L-isomer) of ofloxacin.

Levofloxacin is effective against a number of gram-positive and gram-negative bacteria. Because of its broad spectrum of action, levofloxacin is frequently prescribed empirically for a wide range of infections (e.g. pneumonia, urinary tract infection) before the specific causal organism is known. If the causal organism is identified, levofloxacin may be discontinued and the patient may be switched to an antibiotic with a narrower spectrum of activity.

Gram-positive bacteria

Levofloxacin only has moderate Gram-positive coverage; beta-lactams (e.g. ceftriaxone) or glycopeptides (e.g. vancomycin) are generally preferred for this indication.

Gram-negative bacteria

Other

Some information extracted from Levaquin Prescribing information.

Antibacterials that inhibit nucleic acid (J01E, J01M)
Antifolates
(inhibit bacterial
purine metabolism,
thereby inhibiting
DNA and RNA
synthesis)
DHFR inhibitor
Sulfonamides
(DHPS inhibitor)
Short-acting
Intermediate-acting
Long-acting
Other/ungrouped
Combinations
Other DHPS inhibitors
Quinolones
(inhibit bacterial
topoisomerase
and/or DNA gyrase,
thereby inhibiting
DNA replication)
1st generation
Fluoroquinolones
2nd generation
3rd generation
4th generation
Veterinary
Newer non-fluorinated
Related (DG)
Anaerobic DNA
inhibitors
Nitroimidazole derivatives
RNA synthesis
Rifamycins/
RNA polymerase
Lipiarmycins
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