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Details

Stereochemistry RACEMIC
Molecular Formula C18H20FN3O4
Molecular Weight 361.3675
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OFLOXACIN

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)

HIDE SMILES / InChI

Description

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

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
OFLOXACIN, TABLET; ORAL
Curative
OFLOXACIN, SOLUTION/DROPS; OTIC
Curative
OFLOXACIN, SOLUTION/DROPS; OPHTHALMIC
Curative
OFLOXACIN, SOLUTION/DROPS; OPHTHALMIC

Cmax

ValueDoseCo-administeredAnalytePopulation
1.5 μg/mL
200 mg single, oral
OFLOXACIN plasma
Homo sapiens
2.4 μg/mL
300 mg single, oral
OFLOXACIN plasma
Homo sapiens
2.9 μg/mL
400 mg single, oral
OFLOXACIN plasma
Homo sapiens
4.6 μg/mL
400 mg 1 times / day steady-state, oral
OFLOXACIN plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
14.1 μg × h/mL
200 mg single, oral
OFLOXACIN plasma
Homo sapiens
21.2 μg × h/mL
300 mg single, oral
OFLOXACIN plasma
Homo sapiens
31.4 μg × h/mL
400 mg single, oral
OFLOXACIN plasma
Homo sapiens
61 μg × h/mL
400 mg 1 times / day steady-state, oral
OFLOXACIN plasma
Homo sapiens
43.5 μg × h/mL
400 mg 1 times / day steady-state, intravenous
OFLOXACIN plasma
Homo sapiens
41.2 μg × h/mL
400 mg 1 times / day steady-state, oral
OFLOXACIN plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
22.5 h
400 mg 1 times / day steady-state, oral
OFLOXACIN plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
68%
200 mg single, oral
OFLOXACIN plasma
Homo sapiens

Doses

AEs

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer








Drug as perpetrator​

Drug as victim

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
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
In Vitro Use Guide
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).