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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

Quality Level

100

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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
05727TH
03908KO
31004PR

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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
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
Tiago L Moda et al.
Bioorganic & medicinal chemistry, 15(24), 7738-7745 (2007-09-18)
A drug intended for use in humans should have an ideal balance of pharmacokinetics and safety, as well as potency and selectivity. Unfavorable pharmacokinetics can negatively affect the clinical development of many otherwise promising drug candidates. A variety of in

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