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Merck
CN

SML2841

Tarenflurbil

≥98% (HPLC)

Synonym(s):

(R)-(−)-2-Fluoro-α-methyl-4-biphenylacetic acid, αR)-2-Fluoro-α-methyl[1,1′-biphenyl]-4-acetic acid, (-)-(R)-Flurbiprofen, (2R)-2-(3-Fluoro-4-phenylphenyl)propanoic acid, (R)-Flurbiprofen, Flurizan, R-flurbiprofen, (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
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00869714

Key Documents

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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

SMILES string

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

InChI key

SYTBZMRGLBWNTM-SNVBAGLBSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Quality Level

100

Biochem/physiol Actions

Tarenflurbil (or R-flurbiprofen) is an R enantiomer of racemic NSAID flurbiprofen that does not inhibit either cyclooxygenase 1 (COX-1) or cyclooxygenase 2 (COX-2). Tarenflurbil potently reduces levels of beta amyloid in human cells through direct inhibition of γ-secretase.

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000515267
0000515268
0000515268
0000515267
0000504723

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Jason L Eriksen et al.
The Journal of clinical investigation, 112(3), 440-449 (2003-08-05)
Epidemiologic studies demonstrate that long-term use of NSAIDs is associated with a reduced risk for the development of Alzheimer disease (AD). In this study, 20 commonly used NSAIDs, dapsone, and enantiomers of flurbiprofen were analyzed for their ability to lower
T Morihara et al.
Journal of neurochemistry, 83(4), 1009-1012 (2002-11-08)
Non-steroidal anti-inflammatory drugs (NSAIDs) have been associated with reduced risk for Alzheimer's disease (AD) and selected NSAIDs racemates suppress beta-amyloid (Abeta) accumulation in vivo and Abeta42 production in vitro. Clinical use of NSAIDs for preventing or treating AD has been
Ling Rong Wong et al.
The Journal of pharmacy and pharmacology, 70(1), 59-69 (2017-10-17)
R-flurbiprofen (R-FP) was found to offer neuroprotective effects by inhibiting mitochondrial calcium overload induced by β-amyloid peptide toxicity in Alzheimer's disease (AD). However, poor brain penetration after oral administration posed a challenge to its further development for AD treatment. In

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