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K1751

Sigma-Aldrich

Ketoprofen

≥98% (TLC)

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Synonym(s):
2-(3-Benzoylphenyl)propionic acid
Empirical Formula (Hill Notation):
C16H14O3
CAS Number:
22071-15-4
Molecular Weight:
254.28
EC Number:
244-759-8
MDL number:
MFCD00055790
PubChem Substance ID:
57654315
NACRES:
NA.77

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

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

Signal Word

Danger

Hazard Statements

H301

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

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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)
Ekaterina Blinova et al.
International journal of molecular sciences, 22(18) (2021-09-29)
The possible involvement of p53 signaling, FGFR3 expression, and FGFR3 mutation rates in the prediction of the NMIBC anti-PD-L1 treatment response needs to be clarified. The main aim of our study was to explore predictive value of p53 expression, FGFR3
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
Polyamidoamine dendrimers used as solubility enhancers of ketoprofen
Yiyun C, et al.
European Journal of Medicinal Chemistry, 40(12), 1390-1393 (2005)
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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