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545740

Sigma-Aldrich

(R)-(−)-2-Fluoro-α-methyl-4-biphenylacetic acid

97%

Synonym(s):

(R)-2-Flurbiprofen, Tarenflurbil

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About This Item

Linear Formula:
C6H5C6H3(F)CH(CH3)CO2H
CAS Number:
51543-40-9
Molecular Weight:
244.26
EC Number:
257-264-7
MDL number:
MFCD00869714
UNSPSC Code:
12352101
PubChem Substance ID:
24878847
NACRES:
NA.22

Quality Level

100

assay

97%

mp

110-113 °C (lit.)

SMILES string

C[C@@H](C(O)=O)c1ccc(c(F)c1)-c2ccccc2

InChI

1S/C15H13FO2/c1-10(15(17)18)12-7-8-13(14(16)9-12)11-5-3-2-4-6-11/h2-10H,1H3,(H,17,18)/t10-/m1/s1

InChI key

SYTBZMRGLBWNTM-SNVBAGLBSA-N

Gene Information

human ... APH1A(51107) , APH1B(83464) , IL8RA(3577) , NCSTN(23385) , PSEN1(5663) , PSEN2(5664) , PSENEN(55851)

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Biochem/physiol Actions

gamma secretase inhibitor; amyloid Abeta 42 lowering agent

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Repr. 2 - Skin Sens. 1B

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKBF5882V
12899MJ
12605TI

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Natasja de Bruin et al.
Chirality, 30(5), 632-641 (2018-02-07)
Flurbiprofen (F) is a nonsteroidal anti-inflammatory drug (NSAID) used therapeutically as the racemate of (R)-enantiomer and (S)-enantiomer. The inversion of RF to SF and vice versa was investigated in C57Bl/6 and SJL mice and Dark Agouti and Lewis rats. The
Christensen, D.D.
The Journal of Clinical Psychiatry, 9, 32-32 (2007)
Thomas L Kukar et al.
Nature, 453(7197), 925-929 (2008-06-13)
Selective lowering of Abeta42 levels (the 42-residue isoform of the amyloid-beta peptide) with small-molecule gamma-secretase modulators (GSMs), such as some non-steroidal anti-inflammatory drugs, is a promising therapeutic approach for Alzheimer's disease. To identify the target of these agents we developed

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