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K1751

Sigma-Aldrich

Ketoprofen

≥98% (TLC), powder, non-steroidal anti-inflammatory compound

Synonym(s):

2-(3-Benzoylphenyl)propionic acid

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About This Item

Empirical Formula (Hill Notation):
C16H14O3
CAS Number:
Molecular Weight:
254.28
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

Ketoprofen, ≥98% (TLC)

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 crossbonesEnvironment

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

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

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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)
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
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
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

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Chromatograms

application for HPLCapplication for HPLCapplication for HPLC

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