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Encyclopedia > Levofloxacin
Levofloxacin
Systematic (IUPAC) name
(-)-(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
Identifiers
CAS number 100986-85-4
ATC code J01MA12 S01AX19
PubChem 149096
DrugBank APRD00477
Chemical data
Formula C18H20FN3O4 
Mol. mass 361.368 g/mol
Pharmacokinetic data
Bioavailability 99%
Protein binding 24 to 38%
Metabolism Renal
Half life 6 to 8 hours
Excretion Urinary
Therapeutic considerations
Pregnancy cat.

C (United States) Image File history File links This is a lossless scalable vector image. ... IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ... The Anatomical Therapeutic Chemical Classification System is used for the classification of drugs. ... A section of the Anatomical Therapeutic Chemical Classification System. ... A section of the Anatomical Therapeutic Chemical Classification System. ... PubChem is a database of chemical molecules. ... The DrugBank database available at the University of Alberta is a unique bioinformatics and cheminformatics resource that combines detailed drug (i. ... This article or section does not cite any references or sources. ... General Name, Symbol, Number carbon, C, 6 Chemical series nonmetals Group, Period, Block 14, 2, p Appearance black (graphite) colorless (diamond) Standard atomic weight 12. ... General Name, Symbol, Number hydrogen, H, 1 Chemical series nonmetals Group, Period, Block 1, 1, s Appearance colorless Atomic mass 1. ... General Name, Symbol, Number fluorine, F, 9 Chemical series halogens Group, Period, Block 17, 2, p Appearance Yellowish brown gas Atomic mass 18. ... General Name, Symbol, Number nitrogen, N, 7 Chemical series nonmetals Group, Period, Block 15, 2, p Appearance colorless gas Standard atomic weight 14. ... General Name, Symbol, Number oxygen, O, 8 Chemical series nonmetals, chalcogens Group, Period, Block 16, 2, p Appearance colorless (gas) very pale blue (liquid) Standard atomic weight 15. ... The molecular mass (abbreviated Mr) of a substance, formerly also called molecular weight and abbreviated as MW, is the mass of one molecule of that substance, relative to the unified atomic mass unit u (equal to 1/12 the mass of one atom of carbon-12). ... BIC pen cap, about 1 gram. ... The mole (symbol: mol) is the SI base unit that measures an amount of substance. ... In pharmacology, bioavailability is used to describe the fraction of an administered dose of unchanged drug that reaches the systemic circulation, one of the principal pharmacokinetic properties of drugs. ... A drugs efficacy may be affected by the degree to which it binds to the proteins within blood plasma. ... Drug metabolism is the metabolism of drugs, their biochemical modification or degradation, usually through specialized enzymatic systems. ... The kidneys are organs that filter wastes (such as urea) from the blood and excrete them, along with water, as urine. ... It has been suggested that Effective half-life be merged into this article or section. ... The hour (symbol: h) is a unit of time. ... Excretion is the process of eliminating waste products of metabolism and other materials that are of no use. ... The pregnancy category of a pharmaceutical agent is an assessment of the risk of fetal injury due to the pharmaceutical, if it is used as directed by the mother during pregnancy. ...

Legal status

Prescription Only The regulation of therapeutic goods, that is drugs and therapeutic devices, varies by jurisdiction. ... A prescription drug (or POM Prescription Only Medicine, in UK) is a licensed medicine that is regulated by legislation to require a prescription before it can be obtained. ...

Routes Oral, IV, Ophthalmic

Levofloxacin is an advanced generation fluoroquinolone antibiotic, marketed by Ortho-McNeil under the trade name Levaquin in the United States. In Europe, it is marketed by Sanofi-Aventis under the trade name Tavanic, in Chile as Gatigol by Alpes Selection, and in Asia it is marketed by Daiichi under the trade name Cravit. Levofloxacin was launched in the Japanese market in 1993, and thus has had more than 13 years of testing in efficiency and safety globally. Chemically, levofloxacin is the S-enantiomer (L-isomer) of ofloxacin, and has approximately twice the potency of ofloxacin. It works by inhibiting DNA gyrase, an enzyme that negatively supercoils DNA. In pharmacology and toxicology, a route of administration is the path by which a drug, fluid, poison or other substance is brought into contact with the body 1. ... In pharmacology and toxicology, a route of administration is the path by which a drug, fluid, poison or other substance is brought into contact with the body 1. ... Intravenous therapy or IV therapy is the administration of liquid substances directly into a vein. ... Quinolones and fluoroquinolones form a group of broad-spectrum antibiotics. ... Staphylococcus aureus - Antibiotics test plate. ... Ortho-McNeil Pharmaceutical is a pharmaceutical manufacturer based in Raritan, New Jersey and formed from the merger of Ortho Pharmaceutical Corporation and McNeil Pharmaceutical in 1993. ... Sanofi-aventis (Euronext: SAN, NYSE: SNY), headquartered in Paris, France, is one of the 3 largest pharmaceutical companies in the world, along with Pfizer,GlaxoSmithKline. ... Daiichi Sankyo Company Limited ) (TYO: 4568 ) is a joint holding company established in 2005 by Sankyo Co. ... In chemistry, enantiomers are stereoisomers that are mirror images of each other. ... In chemistry, isomers are molecules with the same chemical formula and often with the same kinds of chemical bonds between atoms, but in which the atoms are arranged differently (analogous to a chemical anagram). ... Ofloxacin sold under the brand name Floxin in the US. It is a quinolone antibiotic. ... Topoisomerases (Type I: EC 5. ...


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. Levofloxacin is currently the only respiratory fluoroquinolone approved by the U.S. FDA for the treatment of nosocomial pneumonia. Gram-positive bacteria are those that are stained dark blue or violet by gram staining, in contrast to gram-negative bacteria, which are not affected by the stain. ... Bacteria that are Gram-negative are not stained dark blue or violet by Gram staining, in contrast to Gram-positive bacteria. ... Phyla/Divisions Actinobacteria Aquificae Bacteroidetes/Chlorobi Chlamydiae/Verrucomicrobia Chloroflexi Chrysiogenetes Cyanobacteria Deferribacteres Deinococcus-Thermus Dictyoglomi Fibrobacteres/Acidobacteria Firmicutes Fusobacteria Gemmatimonadetes Nitrospirae Omnibacteria Planctomycetes Proteobacteria Spirochaetes Thermodesulfobacteria Thermomicrobia Thermotogae Bacteria (singular, bacterium) are a major group of living organisms. ... Pneumonia is an illness of the lungs and respiratory system in which the alveoli (microscopic air-filled sacs of the lung responsible for absorbing oxygen from the atmosphere) become inflamed and flooded with fluid. ... A urinary tract infection (UTI) is a bacterial infection that affects any part of the urinary tract. ... Hospital-acquired pneumonia (HAP) or Nosocomial pneumonia refers to any pneumonia contracted within 48-72 hours of being admitted in hospital. ...

Contents

Susceptible organisms

Gram-positive bacteria

Enterococci, traditionally viewed as Gram-positive commensal bacteria inhabiting the alimentary canals of humans and animals, are now acknowledged to be organisms capable of causing life-threatening infections in humans, especially in the nosocomial (hospital) environment. ... Binomial name Rosenbach 1884 Staphylococcus aureus , (literally Golden Cluster Seed) the most common cause of staph infections, is a spherical bacterium, frequently living on the skin or in the nose of a person, that can cause a range of illnesses from minor skin infections (such as pimples, boils, and cellulitis... Methicillin (USAN) or meticillin (INN, BAN) is a narrow spectrum beta-lactam antibiotic. ... Binomial name Staphylococcus epidermidis (Winslow & Winslow 1908) Evans 1916 Staphylococcus epidermidis is a member of the bacterial genus Staphylococcus, consisting of Gram-positive cocci arranged in clusters. ... Methicillin (USAN) or meticillin (INN, BAN) is a narrow spectrum beta-lactam antibiotic. ... Staphylococcus saprophyticus is a coagulase-negative species of Staphylococcus which is often implicated in urinary tract infection. ... Binomial name Streptococcus pneumoniae (Klein 1884) Chester 1901 Streptococcus pneumoniae is a species of Streptococcus that is a major human pathogen. ... Binomial name Streptococcus pyogenes Rosenbach 1884 Streptococcus pyogenes is a Gram-positive coccus that grows in long chains depending on the culture method. ...

Gram-negative bacteria

Binomial name (Jordan 1890) Hormaeche and Edwards 1960 Subspecies subsp. ... Binomial name Klebsiella pneumoniae (Schroeter 1886) Trevisan 1887 Klebsiella pneumoniae is a Gram-negative, nonmotile, encapsulated, lactose-fermenting, facultatively anaerobic, rod-shaped bacterium found in the normal flora of the mouth, skin, and intestines. ... Binomial name Pseudomonas aeruginosa (Schroeter 1872) Migula 1900 Synonyms Bacterium aeruginosum Schroeter 1872 Bacterium aeruginosum Cohn 1872 Micrococcus pyocyaneus Zopf 1884 Bacillus aeruginosus (Schroeter 1872) Trevisan 1885 Bacillus pyocyaneus (Zopf 1884) Flügge 1886 Pseudomonas pyocyanea (Zopf 1884) Migula 1895 Bacterium pyocyaneum (Zopf 1884) Lehmann and Neumann 1896 Pseudomonas polycolor... E. coli redirects here. ... Binomial name Legionella pneumophila Brenner DJ, Steigerwalt AG, McDade JE 1979 Legionella pneumophila is a thin, pleomorphic, flagellated Gram-negative bacterium of the genus Legionella. ... Binomial name Serratia marcescens Bizio 1823 Serratia marcescens is a Gram negative bacterium, a human pathogen of the family Enterobacteriaceae. ... Binomial name Haemophilus influenzae (Lehmann & Neumann 1896) Winslow 1917 Haemophilus influenzae, formerly called Pfeiffers bacillus or Bacillus influenzae, is a non-motile Gram-negative coccobacillus first described in 1892 by Dr. Richard Pfeiffer during an influenza pandemic. ... Moraxella catarrhalis is a gram-negative, aerobic, oxidase-positive diplococcus. ... Binomial name Proteus mirabilis Hauser 1885 Proteus mirabilis is a Gram-negative, facultatively anaerobic bacterium. ... Species C. fetus C. jejuni Campylobacter is a genus of Gram-negative bacteria. ...

Other

  • More bacterial coverage is available as per prescribing information for levofloxacin in Japan (Cravit)

  Results from FactBites:
 
levofloxacin (Levaquin) - drug class, medical uses, medication side effects, and drug interactions by MedicineNet.com (562 words)
Levofloxacin is an antibiotic that stops multiplication of bacteria by preventing the reproduction and repair of their genetic material (DNA).
Levofloxacin also is frequently used to treat urinary infections, including those resistant to other antibiotics, as well as prostatitis.
Levofloxacin is effective in treating infectious diarrheas caused by E. coli, campylobacter jejuni, and shigella bacteria.
Features - Levofloxacin: A Drug for All Reasons (325 words)
Levofloxacin is relatively contraindicated during pregnancy (Pregnancy Category C) and in children under 18 years of age.
The spectrum of action for azithromycin is not as broad as levofloxacin, as noted by its lower efficacy for urinary tract infections.
Levofloxacin and azithromycin are also excellent drugs for the treatment of typhoid fever and have comparable cure rates.
  More results at FactBites »


 

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