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Details

Stereochemistry RACEMIC
Molecular Formula C15H13NO3
Molecular Weight 255.2686
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PRANOPROFEN

SMILES

CC(C(O)=O)C1=CC2=C(OC3=NC=CC=C3C2)C=C1

InChI

InChIKey=TVQZAMVBTVNYLA-UHFFFAOYSA-N
InChI=1S/C15H13NO3/c1-9(15(17)18)10-4-5-13-12(7-10)8-11-3-2-6-16-14(11)19-13/h2-7,9H,8H2,1H3,(H,17,18)

HIDE SMILES / InChI

Molecular Formula C15H13NO3
Molecular Weight 255.2686
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

Pranoprofen, brand name Niflan, belongs to a class of medications called non steroidal anti-inflammatory drugs (NSAID). It can be used to treat inflammation, keratitis, conjunctivitis and blepharitis after eye surgery. Its mechanism of action is the inhibition of inflammatory prostaglandin synthesis. Prostaglandins are types of lipids which are produced at the site of injury or damaged tissue as part of the body`s response to the injury. They are responsible for inflammation. However, the main ingredient in this ophthalmic medicine is a non-steroidal anti-inflammatory drug, and by blocking the formation of prostaglandins, it can alleviate eye inflammation caused by keratitis, blepharitis and other conditions. Patients who have undergone surgery on the eyes may also be given it to prevent the occurrence of eye inflammation.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Niflan
Primary
Niflan
Primary
Niflan
Primary
Niflan

Cmax

ValueDoseCo-administeredAnalytePopulation
7.37 μg/mL
75 mg single, oral
PRANOPROFEN plasma
Homo sapiens
6.59 μg/mL
75 mg single, oral
PRANOPROFEN plasma
Homo sapiens
3590 ng/mL
75 mg single, oral
PRANOPROFEN plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
19.4 μg × h/mL
75 mg single, oral
PRANOPROFEN plasma
Homo sapiens
16.3 μg × h/mL
75 mg single, oral
PRANOPROFEN plasma
Homo sapiens
9295 ng × h/mL
75 mg single, oral
PRANOPROFEN plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
4.2 h
75 mg single, oral
PRANOPROFEN plasma
Homo sapiens
3 h
75 mg single, oral
PRANOPROFEN plasma
Homo sapiens
5.4 h
75 mg single, oral
PRANOPROFEN plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
0.7%
PRANOPROFEN serum
Homo sapiens
0.5%
75 mg single, oral
PRANOPROFEN plasma
Homo sapiens

Doses

AEs

PubMed

Sample Use Guides

In Vivo Use Guide
dropped into the affected eye 4 times daily
Route of Administration: Topical
In Vitro Use Guide
PPF (Pranoprofen) at concentrations ranging from 0.0625 to 1.0 g/l had poignant cytotoxicity to human corneal endothelial (HCE) cells, and the extent of its cytotoxicity was dose- and time-dependent. Further characterization indicated that PPF induced plasma membrane permeability elevation, DNA fragmentation, and apoptotic body formation, proving its apoptosis inducing effect on HCE cells. In conclusion, PPF above 0.0625 g/l has poignant cytotoxicity on HCE cells in vitro by inducing cell apoptosis, and should be carefully employed in eye clinic.
Substance Class Chemical
Record UNII
2R7O1ET613
Record Status Validated (UNII)
Record Version