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471909

Sigma-Aldrich

(S)-(+)-Ketoprofen

99%

Synonym(s):

(S)-(+)-3-Benzoyl-α-methylbenzeneacetic acid, (S)-2-(3-Benzoylphenyl)propionic acid

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About This Item

Linear Formula:
C6H5COC6H4CH(CH3)CO2H
CAS Number:
22161-81-5
Molecular Weight:
254.28
MDL number:
MFCD00673316
UNSPSC Code:
12352115
PubChem Substance ID:
24870770
NACRES:
NA.22

Assay

99%

optical activity

[α]22/D +49°, c = 1 in methanol

mp

75-78 °C (lit.)

SMILES string

C[C@H](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)/t11-/m0/s1

InChI key

DKYWVDODHFEZIM-NSHDSACASA-N

Gene Information

human ... IL8RA(3577) , PTGS1(5742) , PTGS2(5743)
mouse ... Ptgs2(19225)

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Pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

Signal Word

Danger

Hazard Statements

H301,H315,H319,H335,H400

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Neeraj Mahindroo et al.
Journal of medicinal chemistry, 52(14), 4277-4287 (2009-06-24)
We report novel inhibitors of Gli1-mediated transcription as potential anticancer agents. Focused chemical libraries were designed and assessed for inhibition of functional cell-based Gli1-mediated transcription and selective toxicity toward cancer cells. The SAR was revealed, and the selectivity of the
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Cell reports, 29(1), 135-150 (2019-10-03)
Tumor-derived lactic acid inhibits T and natural killer (NK) cell function and, thereby, tumor immunosurveillance. Here, we report that melanoma patients with high expression of glycolysis-related genes show a worse progression free survival upon anti-PD1 treatment. The non-steroidal anti-inflammatory drug
Austin D Hocker et al.
eLife, 8 (2019-03-23)
Neonatal inflammation is common and has lasting consequences for adult health. We investigated the lasting effects of a single bout of neonatal inflammation on adult respiratory control in the form of respiratory motor plasticity induced by acute intermittent hypoxia, which
Marcello Allegretti et al.
Journal of medicinal chemistry, 48(13), 4312-4331 (2005-06-25)
The CXC chemokine CXCL8/IL-8 plays a major role in the activation and recruitment of polymorphonuclear (PMN) cells at inflammatory sites. CXCL8 activates PMNs by binding the seven-transmembrane (7-TM) G-protein-coupled receptors CXC chemokine receptor 1 (CXCR1) and CXC chemokine receptor 2
Juan M Padró et al.
Journal of separation science, 38(14), 2423-2430 (2015-05-02)
Valuable quantitative information could be obtained from strongly overlapped chromatographic profiles of two enantiomers by using proper chemometric methods. Complete separation profiles where the peaks are fully resolved are difficult to achieve in chiral separation methods, and this becomes a
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