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Enoxacin

Catalog No. DB00467 Name DrugBank
CAS Number 74011-58-8 Website http://www.ualberta.ca/
M. F. C15H17FN4O3 Telephone (780) 492-3111
M. W. 320.3188832 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 350

SYNONYMS

IUPAC name
1-ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
IUPAC Traditional name
enoxacin
Brand Name
Penetrex

DATABASE IDS

PubChem CID 3229
PubChem SID 46507505
CAS Number 74011-58-8

PROPERTIES

Hydrophobicity(logP) 2.3
Solubility 3.43 g/L

DETAILS

Description (English)
Item Information
Drug Groups approved
Description A broad-spectrum 6-fluoronaphthyridinone antibacterial agent (fluoroquinolones) structurally related to nalidixic acid. [PubChem]
Indication For the treatment of adults (≥18 years of age) with the following infections caused by susceptible strains of the designated microorganisms: (1) uncomplicated urethral or cervical gonorrhea due to Neisseria gonorrhoeae, (2) uncomplicated urinary tract infections (cystitis) due to Escherichia coli, Staphylococcus epidermidis, or Staphylococcus saprophyticus, and (3) complicated urinary tract infections due to Escherichia coli, Klebsiella pneumoniae, Proteus mirabilis, Pseudomonas aeruginosa, Staphylococcus epidermidis, or Enterobacter cloacae.
Pharmacology Enoxacin is a quinolone/fluoroquinolone antibiotic. Enoxacin is bactericidal and its mode of action depends on blocking of bacterial DNA replication by binding itself to an enzyme called DNA gyrase, which allows the untwisting required to replicate one DNA double helix into two. Enoxacin is a broad-spectrum antibiotic that is active against both Gram-positive and Gram-negative bacteria. Enoxacin may be active against pathogens resistant to drugs that act by different mechanisms.
Affected Organisms
Enteric bacteria and other eubacteria
Biotransformation Hepatic. Some isozymes of the cytochrome P-450 hepatic microsomal enzyme system are inhibited by enoxacin. After a single dose, greater than 40% was recovered in urine by 48 hours as unchanged drug.
Absorption Rapidly absorbed following oral administration, with an absolute oral bioavailability of approximately 90%.
Half Life Plasma half-life is 3 to 6 hours.
Protein Binding Enoxacin is approximately 40% bound to plasma proteins in healthy subjects and is approximately 14% bound to plasma proteins in patients with impaired renal function.
External Links
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REFERENCES