Ketoprofen
Nonsteroidal Anti-inflammatory Drug — MUSCULO-SKELETAL SYSTEM
Also known as: ketoprofene, ketoprophen, RP 19583, RP-19583
Data last refreshed: (DrugCentral release 2024-11-01)
Key facts
Ketoprofen is an ofp drug in the Nonsteroidal Anti-inflammatory Drug class catalogued in DrugCentral. It was first approved by the FDA in 1986. Its mechanism of action is classified as Cyclooxygenase Inhibitors. DrugCentral lists 5 molecular targets, including PTGS1, PTGS2 and PTGS2. Recorded indications include Dysmenorrhea, Osteoarthritis, Pain and Rheumatoid arthritis.
- Approval status: ofp (first approved 1986 by the FDA).
- Drug class: Nonsteroidal Anti-inflammatory Drug.
- Mechanism of action: Cyclooxygenase Inhibitors.
- Molecular targets: PTGS1, PTGS2, PTGS2 and PTGS1 (5 listed in DrugCentral).
- Indications: Dysmenorrhea, Osteoarthritis, Pain and Rheumatoid arthritis.
- ATC code: M01AE03 (Propionic acid derivatives).
- Molecular formula: C16H14O3; molecular weight 254.28 g/mol.
Indications & contraindications
Drug–disease relationships curated by DrugCentral (OMOP / SNOMED concepts).
Indications (4)
- Dysmenorrhea
- Osteoarthritis
- Pain
- Rheumatoid arthritis
Off-label uses (3)
- Ankylosing spondylitis
- Gout
- Vascular headache
Contraindications (15)
- Blood coagulation disorder
- Cardiovascular event risk
- Chronic heart failure
- Coronary artery bypass graft
- Disorder of cardiovascular system
- Gastrointestinal hemorrhage
- Gastrointestinal ulcer
- Hepatic failure
- Hypertensive disorder
- Hypoalbuminemia
- Kidney disease
- Myocardial infarction
- Peptic ulcer
- Pregnancy, function
- Smokes tobacco daily
Mechanism & targets
| Mechanism of action (MoA) | Cyclooxygenase Inhibitors |
|---|---|
| Established pharmacologic class | Nonsteroidal Anti-inflammatory Drug |
Molecular targets (5)
| Target | Gene | Action | Activity |
|---|---|---|---|
| Prostaglandin G/H synthase 1 | PTGS1 | inhibitor | IC50 7.33 |
| Prostaglandin G/H synthase 2 | PTGS2 | unknown | IC50 6.75 |
| Prostaglandin G/H synthase 2 | PTGS2 | inhibitor | IC50 6.62 |
| Prostaglandin G/H synthase 1 | PTGS1 | unknown | IC50 6.10 |
| Cyclooxygenase | PTGS1|PTGS2 | unknown | IC50 5.47 |
Regulatory approvals (1)
| Date | Agency | Marketed as | Applicant | Orphan |
|---|---|---|---|---|
| 1986-01-09 | FDA | — | — |
ATC classification
| ATC code | Therapeutic hierarchy |
|---|---|
M01AE03 | MUSCULO-SKELETAL SYSTEM › ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS › ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS › Propionic acid derivatives |
M01AE53 | MUSCULO-SKELETAL SYSTEM › ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS › ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS › Propionic acid derivatives |
M02AA10 | MUSCULO-SKELETAL SYSTEM › TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN › TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN › Antiinflammatory preparations, non-steroids for topical use |
Reported adverse-event signals
Strongest FDA FAERS disproportionality signals (log-likelihood ratio). A signal is a statistical association in spontaneous reports, not proof that the drug causes the event.
| MedDRA term | LLR |
|---|---|
| Food allergy | 1220.8 |
| Temperature regulation disorder | 1090.4 |
| Immunodeficiency | 1017.1 |
| Rash erythematous | 693.3 |
| Coeliac disease | 608.7 |
| Foetal death | 548.5 |
| Hyperhidrosis | 532.1 |
| Intentional product misuse | 508.4 |
| Overdose | 473.5 |
| Fluid retention | 466.5 |
| Upper respiratory tract infection | 464.7 |
| Prescribed overdose | 398.7 |
Chemical structure
Full physicochemical, ADMET and 3D-structure analysis of Ketoprofen is on its molecule page.
| Molecular formula | C16H14O3 |
|---|---|
| Molecular weight | 254.28 g/mol |
| CAS number | 22071-15-4 |
| InChIKey | DKYWVDODHFEZIM-UHFFFAOYSA-N |
| PubChem CID | 3825 |
Frequently asked questions
Answers are generated from the structured data on this page, not written by hand.
What is Ketoprofen used for?
DrugCentral lists the following indications for Ketoprofen: Dysmenorrhea, Osteoarthritis, Pain and Rheumatoid arthritis.
How does Ketoprofen work?
Ketoprofen is classified as Cyclooxygenase Inhibitors; its molecular targets in DrugCentral include PTGS1 (inhibitor), PTGS2, PTGS2 (inhibitor) and PTGS1.
When was Ketoprofen first approved?
Ketoprofen was first approved by the FDA in 1986.
What drug class does Ketoprofen belong to?
Ketoprofen is in the Nonsteroidal Anti-inflammatory Drug class.
What is the chemical formula of Ketoprofen?
Ketoprofen has the molecular formula C16H14O3 and a molecular weight of 254.28 g/mol.
Browse: all drugs starting with K · drug guides by category · protein targets A–Z.
Sources
- DrugCentral drug card 1528 — structure, indications, targets, approvals, pharmacologic classes (CC BY-SA 4.0)
- ChEMBL CHEMBL571 — compound record and bioactivity
- PubChem CID 3825 — chemical identifiers
- DrugBank DB01009 — drug record
- FDA UNII 90Y4QC304K — substance identity
- DailyMed: FDA labels for Ketoprofen — current prescribing information (label search)
- UniProt P23219 (PTGS1) — target protein
- UniProt P35354 (PTGS2) — target protein
- FDA Adverse Event Reporting System (openFDA FAERS) — adverse-event signals, as aggregated by DrugCentral
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