Stereochemistry | RACEMIC |
Molecular Formula | C18H20FN3O4 |
Molecular Weight | 361.3675 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1COC2=C3N1C=C(C(O)=O)C(=O)C3=CC(F)=C2N4CCN(C)CC4
InChI
InChIKey=GSDSWSVVBLHKDQ-UHFFFAOYSA-N
InChI=1S/C18H20FN3O4/c1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)
Ofloxacin is one of a new generation of fluorinated quinolones structurally related to nalidixic acid, primary mechanism of action is inhibition of bacterial DNA gyrase. It is an orally administered broad spectrum antibacterial drug active against most Gram-negative bacteria, many Gram-positive bacteria and some anaerobes. Clinical trials to date have demonstrated the efficacy of ofloxacin in the treatment of lower respiratory tract infections, urinary tract infections, and sexually transmitted diseases. Adverse effects to ofloxacin are usually mild and include gastrointestinal, central nervous system, and hypersensitivity reactions. Also available in solution for treatment of otic and ophthalmic bacterial infections.
CNS Activity
Originator
Approval Year
Cmax
AUC
Doses
AEs
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
OverviewOther
Other Inhibitor | Other Substrate | Other Inducer |
---|---|---|
Drug as perpetrator
Drug as victim
Tox targets
Sourcing
Sample Use Guides
OFLOXACIN TABLETS: the usual dose of ofloxacin tablets is 200 mg to 400 mg orally every 12 h.
Ofloxacin Otic Solution 0.3% for otic use.
Otitis Externa:
Five drops (0.25 mL, 0.75 mg ofloxacin) instilled into the affected ear once daily for seven days (from 6 months to 13 years old patients).
Ten drops (0.5 mL, 1.5 mg ofloxacin) instilled into the affected ear once daily for seven days (for patients 13 years and older).
Acute Otitis Media in Pediatric Patients with Tympanostomy Tubes:
Five drops (0.25 mL, 0.75 mg ofloxacin) instilled into the affected ear twice daily for ten days.
Chronic Suppurative Otitis Media with Perforated Tympanic Membranes:
Ten drops (0.5 mL, 1.5 mg ofloxacin) instilled into the affected ear twice daily for fourteen days.
Ofloxacin solution 0.3% for topical ophthalmic use.
Bacterial conjunctivitis: Days 1 and 2 - Instill one to two drops every two to four hours in the affected eye(s); Days 3 through 7 - Instill one to two drops four times daily.
Bacterial corneal ulcer: Days 1 and 2 - Instill one to two drops into the affected eye every 30 minutes, while awake. Awaken at approximately four and six hours after retiring and instill one to two drops; Days 3 through 7 to 9 - Instill one to two drops hourly, while awake;
Days 7 to 9 through treatment completion - Instill one to two drops, four times daily.
Route of Administration:
Other
antibacterial activity of ofloxacin depends on strain: Enterobacteriaceae (MIC less than or equal to 0.12 mg/l), Vibrio cholerae (MIC less than or equal to 0.015 mg/l), V. parahaemolyticus (MIC less than or equal to 0.12 mg/l) Aeromonas hydrophila (MIC less than or equal to 0.03 mg/l), Staphylococcus spp. (MIC less than or equal to 1mg/l), beta-haemolytic Streptococcus spp. (MIC less than or equal to 2 mg/l), Corynebacterium diphtheriae (MIC less than or equal to 1 mg/l) and Cory. jeikeium (MIC less than or equal to 2 mg/l), alpha- and non-haemolytic Streptococcus spp., Str. pneumoniae and Listeria monocytogenes (MIC less than or equal to 4 mg/l for all species) and Str. faecalis (MIC less than or equal to 8 mg/l), Clostridium perfringens (MIC less than or equal to 1 mg/l), Cl. difficile (MIC less than or equal to 16 mg/l), Chlamydia trachomatis SA2f (MIC less than or equal to 0.5 mg/l).