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This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry RACEMIC
Molecular Formula C16H14O3
Molecular Weight 254.2806
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of KETOPROFEN

SMILES

CC(C(O)=O)C1=CC(=CC=C1)C(=O)C2=CC=CC=C2

InChI

InChIKey=DKYWVDODHFEZIM-UHFFFAOYSA-N
InChI=1S/C16H14O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12/h2-11H,1H3,(H,18,19)

HIDE SMILES / InChI

Molecular Formula C16H14O3
Molecular Weight 254.2806
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description
Curator's Comment: The description was created based on several sources, including https://clinicaltrials.gov/ct2/show/NCT02159547 | https://www.ncbi.nlm.nih.gov/pubmed/28540716 | https://clinicaltrials.gov/ct2/show/NCT03122314 | https://www.ncbi.nlm.nih.gov/pubmed/28326850 | https://clinicaltrials.gov/ct2/show/NCT02092012

Dexketoprofen is a nonsteroidal anti-inflammatory drug (NSAID), manufactured by Menarini under the tradename Keral. Dexketoprofen is indicated for short-term treatment of mild to moderate pain, including dysmenorrhoea. Dexketoprofen works by blocking the action of a substance in the body called cyclo-oxygenase, which is involved in the production of chemicals in the body called prostaglandins. Prostaglandins are produced in response to injury or certain diseases and would otherwise go on to cause swelling, inflammation, and pain. By blocking cyclo-oxygenase, dexketoprofen prevents the production of prostaglandins and therefore reduces inflammation and pain. Along with peripheral analgesic action, it possesses central analgesic action. Dexketoprofen may cause dizziness, and patients should not, therefore, drive or operate heavy machinery or vehicles until they are familiar with how dexketoprofen affects them. Concomitant use of alcohol and other sedatives may potentiate this effect. In a small subset of individuals, the dizziness may be intolerable and require the transition to an alternative treatment.

CNS Activity

Curator's Comment: https://www.ncbi.nlm.nih.gov/pubmed/9176993

Originator

Curator's Comment: 1967

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
1.9 nM [IC50]
27.0 nM [IC50]
50.0 nM [IC50]
0.52 µM [IC50]
0.019 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Keral

Approved Use

Unknown
Primary
Keral

Approved Use

Unknown
Primary
Keral

Approved Use

Unknown
Primary
KETOPROFEN

Approved Use

Ketoprofen capsules USP are indicated for the management of the signs and symptoms of rheumatoid arthritis and osteoarthritis. Ketoprofen capsules USP are indicated for the management of pain. Ketoprofen capsules USP are also indicated for treatment of primary dysmenorrhea.

Launch Date

1992
Primary
KETOPROFEN

Approved Use

Ketoprofen capsules USP are indicated for the management of the signs and symptoms of rheumatoid arthritis and osteoarthritis. Ketoprofen capsules USP are indicated for the management of pain. Ketoprofen capsules USP are also indicated for treatment of primary dysmenorrhea.

Launch Date

1992
Primary
KETOPROFEN

Approved Use

Ketoprofen capsules USP are indicated for the management of the signs and symptoms of rheumatoid arthritis and osteoarthritis. Ketoprofen capsules USP are indicated for the management of pain. Ketoprofen capsules USP are also indicated for treatment of primary dysmenorrhea.

Launch Date

1992
Primary
KETOPROFEN

Approved Use

Ketoprofen capsules USP are indicated for the management of the signs and symptoms of rheumatoid arthritis and osteoarthritis. Ketoprofen capsules USP are indicated for the management of pain. Ketoprofen capsules USP are also indicated for treatment of primary dysmenorrhea.

Launch Date

1992
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
10.1 μg/mL
100 mg single, oral
dose: 100 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
KETOPROFEN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
3.1 mg/L
25 mg single, oral
dose: 25 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
DEXKETOPROFEN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
3519.96 ng/mL
25 mg single, oral
dose: 25 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
DEXKETOPROFEN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
23 mg/L
200 mg single, oral
dose: 200 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
KETOPROFEN plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
6.3 mg/L
200 mg 1 times / day multiple, oral
dose: 200 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
KETOPROFEN plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
21.91 μg × h/mL
100 mg single, oral
dose: 100 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
KETOPROFEN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
4.03 mg × h/L
25 mg single, oral
dose: 25 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
DEXKETOPROFEN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
4772.94 ng × h/mL
25 mg single, oral
dose: 25 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
DEXKETOPROFEN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
42 mg × h/L
200 mg single, oral
dose: 200 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
KETOPROFEN plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
74 mg × h/L
200 mg 1 times / day multiple, oral
dose: 200 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
KETOPROFEN plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
1.13 h
100 mg single, oral
dose: 100 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
KETOPROFEN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
1.31 h
25 mg single, oral
dose: 25 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
DEXKETOPROFEN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
3.3 h
200 mg single, oral
dose: 200 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
KETOPROFEN plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
8.5 h
200 mg 1 times / day multiple, oral
dose: 200 mg
route of administration: Oral
experiment type: MULTIPLE
co-administered:
KETOPROFEN plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
0.8%
DEXKETOPROFEN plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
80%
KETOPROFEN, (R)- plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
1%
unknown, oral
KETOPROFEN plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
12.5 mg single, oral
Dose: 12.5 mg
Route: oral
Route: single
Dose: 12.5 mg
Sources:
unhealthy, 36.8 years (range: 18 - 65 years)
Health Status: unhealthy
Age Group: 36.8 years (range: 18 - 65 years)
Sex: M+F
Sources:
Disc. AE: Rash...
AEs leading to
discontinuation/dose reduction:
Rash (mild, 1 patient)
Sources:
2400 mg single, oral
Overdose
Dose: 2400 mg
Route: oral
Route: single
Dose: 2400 mg
Sources:
unhealthy, 45 years
Health Status: unhealthy
Age Group: 45 years
Sex: F
Sources:
Other AEs: Epigastric pain...
Other AEs:
Epigastric pain (mild, 1 patient)
Sources:
100 mg 1 times / day multiple, topical
Dose: 100 mg, 1 times / day
Route: topical
Route: multiple
Dose: 100 mg, 1 times / day
Sources:
unhealthy, adult
Health Status: unhealthy
Age Group: adult
Sources:
100 ug 3 times / day steady, oral
Dose: 100 ug, 3 times / day
Route: oral
Route: steady
Dose: 100 ug, 3 times / day
Sources:
unhealthy
Health Status: unhealthy
Sources:
Other AEs: Cellulitis...
Other AEs:
Cellulitis (below serious, 3 patients)
Sources:
75 ug 3 times / day steady, oral
Dose: 75 ug, 3 times / day
Route: oral
Route: steady
Dose: 75 ug, 3 times / day
Sources:
unhealthy
Health Status: unhealthy
Sources:
Other AEs: Cellulitis...
Other AEs:
Cellulitis (below serious, 1 patient)
Sources:
75 ug 3 times / day steady, oral
Dose: 75 ug, 3 times / day
Route: oral
Route: steady
Dose: 75 ug, 3 times / day
Sources:
unhealthy
Health Status: unhealthy
Sources:
Other AEs: Rash...
Other AEs:
Rash (below serious, 1 patient)
Sources:
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Disc. AE: Headache, Hot flushes...
Other AEs: Abdominal pain, Constipation...
AEs leading to
discontinuation/dose reduction:
Headache (4.9%)
Hot flushes (0.5%)
Vomiting (0.5%)
Stomach ache (0.5%)
Other AEs:
Abdominal pain (3.3%)
Constipation (0.5%)
Diarrhoea (2.2%)
Dry mouth (0.5%)
Dyspepsia (2.2%)
Nausea (2.2%)
Pruritus (0.5%)
Rash (0.5%)
Skin discoloration (0.5%)
Hyperhidrosis (3.8%)
Asthenia (2.2%)
Rigors (1.6%)
Injection site pain (9.8%)
Dizziness (1.1%)
Somnolence (3.3%)
Neurosis (0.5%)
Back pain (0.5%)
Anorexia (0.5%)
Vasodilatation (0.5%)
Sources:
AEs

AEs

AESignificanceDosePopulation
Rash mild, 1 patient
Disc. AE
12.5 mg single, oral
Dose: 12.5 mg
Route: oral
Route: single
Dose: 12.5 mg
Sources:
unhealthy, 36.8 years (range: 18 - 65 years)
Health Status: unhealthy
Age Group: 36.8 years (range: 18 - 65 years)
Sex: M+F
Sources:
Epigastric pain mild, 1 patient
2400 mg single, oral
Overdose
Dose: 2400 mg
Route: oral
Route: single
Dose: 2400 mg
Sources:
unhealthy, 45 years
Health Status: unhealthy
Age Group: 45 years
Sex: F
Sources:
Cellulitis below serious, 3 patients
100 ug 3 times / day steady, oral
Dose: 100 ug, 3 times / day
Route: oral
Route: steady
Dose: 100 ug, 3 times / day
Sources:
unhealthy
Health Status: unhealthy
Sources:
Cellulitis below serious, 1 patient
75 ug 3 times / day steady, oral
Dose: 75 ug, 3 times / day
Route: oral
Route: steady
Dose: 75 ug, 3 times / day
Sources:
unhealthy
Health Status: unhealthy
Sources:
Rash below serious, 1 patient
75 ug 3 times / day steady, oral
Dose: 75 ug, 3 times / day
Route: oral
Route: steady
Dose: 75 ug, 3 times / day
Sources:
unhealthy
Health Status: unhealthy
Sources:
Anorexia 0.5%
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Back pain 0.5%
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Constipation 0.5%
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Dry mouth 0.5%
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Neurosis 0.5%
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Pruritus 0.5%
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Rash 0.5%
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Skin discoloration 0.5%
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Vasodilatation 0.5%
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Hot flushes 0.5%
Disc. AE
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Stomach ache 0.5%
Disc. AE
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Vomiting 0.5%
Disc. AE
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Dizziness 1.1%
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Rigors 1.6%
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Asthenia 2.2%
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Diarrhoea 2.2%
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Dyspepsia 2.2%
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Nausea 2.2%
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Abdominal pain 3.3%
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Somnolence 3.3%
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Hyperhidrosis 3.8%
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Headache 4.9%
Disc. AE
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Injection site pain 9.8%
50 mg 2 times / day multiple, intramuscular
Highest studied dose
Dose: 50 mg, 2 times / day
Route: intramuscular
Route: multiple
Dose: 50 mg, 2 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Overview

Overview

Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
no [IC50 >10 uM]
no [IC50 >10 uM]
no [IC50 >10 uM]
no [IC50 >10 uM]
no [IC50 >10 uM]
no [IC50 >10 uM]
no [IC50 >10 uM]
no [IC50 >200 uM]
no [IC50 >200 uM]
no [IC50 >200 uM]
no [IC50 >200 uM]
no [IC50 >200 uM]
no [IC50 >200 uM]
no
yes [IC50 1.3 uM]
yes [IC50 1.4 uM]
yes [IC50 11.9 uM]
yes [IC50 400 uM]
yes [IC50 5.98 uM]
yes [IC50 70.3 uM]
Drug as victim
PubMed

PubMed

TitleDatePubMed
Iatrogenic cost factors incorporating mild and moderate adverse events in the economic comparison of aceclofenac and other NSAIDs.
2001
Aceclofenac: a reappraisal of its use in the management of pain and rheumatic disease.
2001
Use of continuous fluid drainage for severe polyhydramnios due to twin to twin transfusion syndrome.
2001
[Two complex suicidal poisonings with drugs and their medicolegal aspects].
2001
Early-morning administration of dexketoprofen-trometamol in morning stiffness induced by nodal osteoarthritis of the hands.
2001
Clinical pharmacokinetics of dexketoprofen.
2001
Overdose of ketoprofen could be dangerous.
2001 Apr
Interaction between the antinociceptive effect of ketoprofen and adrenergic modulatory systems.
2001 Aug
Simultaneous optimization based on artificial neural networks in ketoprofen hydrogel formula containing O-ethyl-3-butylcyclohexanol as percutaneous absorption enhancer.
2001 Aug
Binding constant determination of drugs toward subdomain IIIA of human serum albumin by near-infrared dye-displacement capillary electrophoresis.
2001 Aug
Investigation of the utility of an in vitro release test for optimizing semisolid dosage forms.
2001 Aug
Sustained release ketoprofen microparticles with ethylcellulose and carboxymethylethylcellulose.
2001 Aug 10
Oral ketoprofen in children--could it have been done differently?
2001 Jan
[Enantiomeric separation of drugs based on macrocyclic antibiotics].
2001 Jul
Stereoselective pharmacokinetics of ketoprofen in llamas following intravenous administration.
2001 Jun
Enantiospecific pharmacokinetics of ketoprofen in plasma and synovial fluid of horses with acute synovitis.
2001 Jun
Safety and efficacy of preoperative administration of meloxicam, compared with that of ketoprofen and butorphanol in dogs undergoing abdominal surgery.
2001 Jun
Simultaneous photocontact sensitivity to ketoprofen and oxybenzone.
2001 Jun
Simultaneous determination of loxoprofen and its diastereomeric alcohol metabolites in human plasma and urine by a simple HPLC-UV detection method.
2001 Jun
Selective inhibition of interleukin-8-induced neutrophil chemotaxis by ketoprofen isomers.
2001 Jun 1
Intercalation compounds of hydrotalcite-like anionic clays with antiinflammatory agents--I. Intercalation and in vitro release of ibuprofen.
2001 Jun 4
Preparation and evaluation of ketoprofen floating oral delivery system.
2001 Jun 4
[Acute pancreatitis and ketoprofen].
2001 Jun-Jul
[Ketoprofen-induced acute hepatitis].
2001 Jun-Jul
I.v. ketoprofen for analgesia after tonsillectomy: comparison of pre- and post-operative administration.
2001 Mar
[Addition of clonidine to 0.5% lidocaine for intravenous locoregional anesthesia].
2001 Mar
[Allergies to ketoprofen gels].
2001 Mar 31
Thoracoscopy as a nonpharmacotherapeutic research modification for limiting postoperative chest pain.
2001 Mar-Apr
Effect of oxidative stress on the structure and function of human serum albumin.
2001 May
Chiral resolution of flurbiprofen and ketoprofen enantiomers by HPLC on a glycopeptide-type column chiral stationary phase.
2001 May
Effect of ketoprofen on muscle function and sEMG activity after eccentric exercise.
2001 May
Inhibition of synovial plasma extravasation by preemptive administration of an antiinflammatory irrigation solution in the rat knee.
2001 May
Lead-cadmium interaction effect on the responsiveness of rat mesenteric vessels to norepinephrine and angiotensin II.
2001 May 21
An oral controlled release matrix pellet formulation containing nanocrystalline ketoprofen.
2001 May 21
Screening procedure for detection of non-steroidal anti-inflammatory drugs and their metabolites in urine as part of a systematic toxicological analysis procedure for acidic drugs and poisons by gas chromatography-mass spectrometry after extractive methylation.
2001 May-Jun
Onset of analgesia for liquigel ibuprofen 400 mg, acetaminophen 1000 mg, ketoprofen 25 mg, and placebo in the treatment of postoperative dental pain.
2001 Nov
Measurement of ketoprofen in horse urine using gas chromatography-mass spectrometry.
2001 Oct
Influence of betacyclodextrin on the release of poorly soluble drugs from inert and hydrophilic heterogeneous polymeric matrices.
2001 Oct
Lipopolysaccharide-induced increase of prostaglandin E(2) is mediated by inducible nitric oxide synthase activation of the constitutive cyclooxygenase and induction of membrane-associated prostaglandin E synthase.
2001 Oct 1
Effects of diclofenac and ketoprofen on nerve conduction velocity in experimental nerve root compression.
2001 Oct 15
Optimized conditions of bio-mimetic artificial membrane permeation assay.
2001 Oct 9
Transdermal delivery of ketoprofen using microemulsions.
2001 Oct 9
[ Ambulatory laparoscopic gynecological surgery in Africa: feasibility].
2001 Sep
Efficacy and safety of ketoprofen lysine salt mouthwash versus benzydamine hydrochloride mouthwash in acute pharyngeal inflammation: a randomized, single-blind study.
2001 Sep
Comparison of the effects of ketoprofen on platelet function in the presence and absence of aspirin.
2001 Sep
Promoting mechanism of menthol derivative, 1-O-ethyl-3-buthylcyclohexanol, on the percutaneous absorption of ketoprofen.
2001 Sep
Incompatibility of prochlorperizine and ketoprofen.
2001 Sep
Photocontact dermatitis to ketoprofen.
2001 Sep
Antihyperalgesic effects of the muscarinic receptor ligand vedaclidine in models involving central sensitization in rats.
2001 Sep
Enhancement of the activity of doxorubicin by inhibition of glutamate transporter.
2001 Sep 15
Patents

Sample Use Guides

Rheumatoid Arthritis and Osteoarthritis: 75 mg three times or 50 mg four times a day. The recommended maximum daily dose of ketoprofen capsules is 300 mg/day. Pain and Dysmenorrhea: 25 to 50 mg every 6 to 8 hours as necessary.
Route of Administration: Oral
In Vitro Use Guide
Curator's Comment: In cultivation of freshly isolated epidermal cells, 5 mM Ketoprofen inhibited the culture-promoted expression of PCl-augmented expression of major histocompatibility complex class II and CD86 on Langerhans cells
5 mM Ketoprofen (mouse isolated epidermal cells)
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:42:33 GMT 2025
Edited
by admin
on Mon Mar 31 18:42:33 GMT 2025
Record UNII
90Y4QC304K
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
KETOPROFEN
EP   GREEN BOOK   INN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
USAN   INN  
Official Name English
ACTRON
Preferred Name English
R.P. 19,583
Code English
(RS)-KETOPROFEN
Common Name English
RU-4733
Code English
KETOPROFEN [MART.]
Common Name English
ISO-K
Brand Name English
KETOPROFEN [VANDF]
Common Name English
R.P. 19583
Code English
SECTOR
Brand Name English
ORUVAIL
Brand Name English
ALRHEUMAT
Brand Name English
RP-19583
Code English
ketoprofen [INN]
Common Name English
BENZENEACETIC ACID, 3-BENZOYL-.ALPHA.-METHYL-
Systematic Name English
ORUDIS
Brand Name English
KETOPROFEN [USP MONOGRAPH]
Common Name English
(±)-M-BENZOYLHYDRATROPIC ACID
Systematic Name English
IDEA-033
Code English
NSC-758144
Code English
(±)-KETOPROFEN
Common Name English
ANEOL
Brand Name English
HYDRATROPIC ACID, M-BENZOYL-
Common Name English
KETOPROFEN [JAN]
Common Name English
(±)-3-BENZOYL-.ALPHA.-METHYLBENZENEACETIC ACID
Systematic Name English
KETORIN
Brand Name English
KETOPROFEN [GREEN BOOK]
Common Name English
KETOPROFEN [MI]
Common Name English
KETOPROFEN [EP IMPURITY]
Common Name English
KETOPROFEN [USAN]
Common Name English
CAPISTEN
Brand Name English
KETOPROFEN [ORANGE BOOK]
Common Name English
Ketoprofen [WHO-DD]
Common Name English
NEXCEDE
Brand Name English
KETOPROFEN [EP MONOGRAPH]
Common Name English
19583RP
Code English
KETOPROFEN [USP IMPURITY]
Common Name English
ACTRON KETOPROFEN
Brand Name English
Classification Tree Code System Code
WHO-ATC M01AE03
Created by admin on Mon Mar 31 18:42:33 GMT 2025 , Edited by admin on Mon Mar 31 18:42:33 GMT 2025
WHO-VATC QM01AE53
Created by admin on Mon Mar 31 18:42:33 GMT 2025 , Edited by admin on Mon Mar 31 18:42:33 GMT 2025
WHO-VATC QM01AE03
Created by admin on Mon Mar 31 18:42:33 GMT 2025 , Edited by admin on Mon Mar 31 18:42:33 GMT 2025
NDF-RT N0000175722
Created by admin on Mon Mar 31 18:42:33 GMT 2025 , Edited by admin on Mon Mar 31 18:42:33 GMT 2025
LIVERTOX NBK548678
Created by admin on Mon Mar 31 18:42:33 GMT 2025 , Edited by admin on Mon Mar 31 18:42:33 GMT 2025
NDF-RT N0000175721
Created by admin on Mon Mar 31 18:42:33 GMT 2025 , Edited by admin on Mon Mar 31 18:42:33 GMT 2025
WHO-ATC M02AA10
Created by admin on Mon Mar 31 18:42:33 GMT 2025 , Edited by admin on Mon Mar 31 18:42:33 GMT 2025
NCI_THESAURUS C257
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
NDF-RT N0000000160
Created by admin on Mon Mar 31 18:42:33 GMT 2025 , Edited by admin on Mon Mar 31 18:42:33 GMT 2025
WHO-VATC QM02AA10
Created by admin on Mon Mar 31 18:42:33 GMT 2025 , Edited by admin on Mon Mar 31 18:42:33 GMT 2025
CFR 21 CFR 522.1225
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
WHO-ATC M01AE53
Created by admin on Mon Mar 31 18:42:33 GMT 2025 , Edited by admin on Mon Mar 31 18:42:33 GMT 2025
Code System Code Type Description
CHEBI
6128
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
PRIMARY
INN
3284
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
PRIMARY
WIKIPEDIA
KETOPROFEN
Created by admin on Mon Mar 31 18:42:33 GMT 2025 , Edited by admin on Mon Mar 31 18:42:33 GMT 2025
PRIMARY
PUBCHEM
3825
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
PRIMARY
FDA UNII
90Y4QC304K
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
PRIMARY
SMS_ID
100000091768
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
PRIMARY
CAS
172964-50-0
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
SUPERSEDED
EVMPD
SUB08374MIG
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
PRIMARY
MERCK INDEX
m6622
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
PRIMARY Merck Index
LACTMED
Ketoprofen
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
PRIMARY
DRUG CENTRAL
1528
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
PRIMARY
CAS
22161-86-0
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
SUPERSEDED
NSC
758144
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
PRIMARY
NCI_THESAURUS
C47578
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
PRIMARY
DAILYMED
90Y4QC304K
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
PRIMARY
ChEMBL
CHEMBL571
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
PRIMARY
ECHA (EC/EINECS)
244-759-8
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
PRIMARY
RXCUI
6142
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
PRIMARY RxNorm
CAS
22071-15-4
Created by admin on Mon Mar 31 18:42:33 GMT 2025 , Edited by admin on Mon Mar 31 18:42:33 GMT 2025
PRIMARY
CAS
154907-35-4
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
SUPERSEDED
DRUG BANK
DB01009
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
PRIMARY
MESH
D007660
Created by admin on Mon Mar 31 18:42:33 GMT 2025 , Edited by admin on Mon Mar 31 18:42:33 GMT 2025
PRIMARY
RS_ITEM_NUM
1356632
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
PRIMARY
EPA CompTox
DTXSID6020771
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
PRIMARY
IUPHAR
4795
Created by admin on Mon Mar 31 18:42:34 GMT 2025 , Edited by admin on Mon Mar 31 18:42:34 GMT 2025
PRIMARY
Related Record Type Details
TRANSPORTER -> INHIBITOR
ENANTIOMER -> RACEMATE
TRANSPORTER -> INHIBITOR
ENANTIOMER -> RACEMATE
SALT/SOLVATE -> PARENT
TRANSPORTER -> INHIBITOR
BASIS OF STRENGTH->SUBSTANCE
ASSAY (TITRATION)
EP
SALT/SOLVATE -> PARENT
TRANSPORTER -> INHIBITOR
BINDER->LIGAND
BINDING
BASIS OF STRENGTH->SUBSTANCE
ASSAY (TITRATION)
USP
Related Record Type Details
IMPURITY -> PARENT
UNSPECIFIED
EP
IMPURITY -> PARENT
IMPURITY -> PARENT
UNSPECIFIED
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
UNSPECIFIED
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
IMPURITY -> PARENT
IMPURITY -> PARENT
IMPURITY -> PARENT
UNSPECIFIED
EP
IMPURITY -> PARENT
UNSPECIFIED
EP
IMPURITY -> PARENT
UNSPECIFIED
EP
IMPURITY -> PARENT
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC