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K1751

Sigma-Aldrich

Ketoprofen

≥98% (TLC)

Synonym(s):
2-(3-Benzoylphenyl)propionic acid
Empirical Formula (Hill Notation):
C16H14O3
CAS Number:
Molecular Weight:
254.28
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

biological source

synthetic

assay

≥98% (TLC)

form

powder

solubility

ethanol: 50 mg/mL, clear, colorless to yellow

originator

Bayer

SMILES string

CC(C(O)=O)c1cccc(c1)C(=O)c2ccccc2

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)

InChI key

DKYWVDODHFEZIM-UHFFFAOYSA-N

Gene Information

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General description

Ketoprofen belongs to the class of 2-arylpropionic acid.

Application

Ketoprofen has been used:
  • as sample to analyse the effects of long storage period by chromatographic and microscopic techniques
  • as a nonselective COX inhibitor to inject subcutaneously in rats to study its effect on stress/methamphetamine hydrochloride-induced changes in occludin, claudin-5 and COX-2 protein immunoreactivity, truncation of β-dystroglycan, brain water content and fluorescein isothiocyanate-dextran extravasation
  • in phosphate buffer to study its ability to inhibit heat-induced denaturation of albumin

Biochem/physiol Actions

It serves as an efficient drug to treat ankylosing spondylitis, rheumatoid arthritis and osteoarthritis. It also has antipyretic and analgesic effects. Ketoprofen prevents the action of prostaglandin synthetase.
Non-steroidal anti-inflammatory compound that is selective for COX-1.

Features and Benefits

This compound was developed by Bayer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Polyamidoamine dendrimers used as solubility enhancers of ketoprofen
Yiyun C, et al.
European Journal of Medicinal Chemistry, 40(12), 1390-1393 (2005)
In vitro chiral conversion, phase separation, and wave propagation in aged profen solutions
Sajewicz M, et al.
Journal of Liquid Chromatography and Related Technologies, 32(9), 1359-1372 (2009)
L Saso et al.
Archives of pharmacal research, 24(2), 150-158 (2001-05-08)
The activity of nonsteroidal antiinflammatory drugs (NSAIDs) in rheumatoid arthritis is not only due to the inhibition of the production of prostaglandins, which can even have beneficial immunosuppressive effects in chronic inflammatory processes. Since we speculated that these drugs could...
Nicole A Northrop et al.
Journal of neuroimmune pharmacology : the official journal of the Society on NeuroImmune Pharmacology, 7(4), 951-968 (2012-07-27)
Studies of methamphetamine (Meth)-induced neurotoxicity have traditionally focused on monoaminergic terminal damage while more recent studies have found that stress exacerbates these damaging effects of Meth. Similarities that exist between the mechanisms that cause monoaminergic terminal damage in response to...
Elisabeth Christiansen et al.
Journal of medicinal chemistry, 54(19), 6691-6703 (2011-08-23)
The free fatty acid receptor 1 (FFA1, also known as GPR40) enhances glucose-stimulated insulin secretion from pancreatic β-cells and is recognized as an interesting new target for treatment of type 2 diabetes. Several series of selective FFA1 agonists are already...

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