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K1751

Sigma-Aldrich

Ketoprofen

≥98% (TLC)

Synonym(s):

2-(3-Benzoylphenyl)propionic acid

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About This Item

Empirical Formula (Hill Notation):
C16H14O3
CAS Number:
22071-15-4
Molecular Weight:
254.28
EC Number:
244-759-8
MDL number:
MFCD00055790
UNSPSC Code:
12352200
PubChem Substance ID:
57654315
NACRES:
NA.77

biological source

synthetic

Quality Level

200

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

human ... ALB(213) , IL8RA(3577) , PTGS1(5742) , PTGS2(5743)

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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
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk_germany

WGK 2

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Polyamidoamine dendrimers used as solubility enhancers of ketoprofen
Yiyun C, et al.
European Journal of Medicinal Chemistry, 40(12), 1390-1393 (2005)
Ekaterina Blinova et al.
Biomolecules, 11(6) (2021-07-03)
The main goal of our study was to explore the wound-healing property of a novel cerium-containing N-acethyl-6-aminohexanoate acid compound and determine key molecular targets of the compound mode of action in diabetic animals. Cerium N-acetyl-6-aminohexanoate (laboratory name LHT-8-17) as a
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)
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
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
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