ChemicalBook > CAS DataBase List > (R)-2-Flurbiprofen

(R)-2-Flurbiprofen

Product Name: (R)-2-Flurbiprofen
CAS No.: 51543-40-9
Chemical Name: (R)-2-Flurbiprofen
Synonyms: Tarenflurbil;(R)-FLURBIPROFEN;Flurizan;Furbiprofen;2-Flurbiprofen;E-7869;(R)-FL;MPC 7869;Flurbiprofene;l-Flurbiprofen
CBNumber: CB8302496
Molecular Formula: C15H13FO2
Formula Weight: 244.26
MOL File: 51543-40-9.mol

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(R)-2-Flurbiprofen Property

Melting point:: 110-113 °C(lit.)
Boiling point:: 376.2±30.0 °C(Predicted)
Density: 1.199±0.06 g/cm3(Predicted)
storage temp.: Store at RT
solubility: DMF: 25 mg/ml; DMSO: 10 mg/ml; Ethanol: 25 mg/ml; PBS (pH 7.2): .9 mg/ml
form: Crystalline Powder
pka: 4.14±0.10(Predicted)
color: White to off-white
InChI: InChI=1/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-/s3
InChIKey: SYTBZMRGLBWNTM-JQHDBZEONA-N
SMILES: C1(C=CC([C@@H](C)C(=O)O)=CC=1F)C1=CC=CC=C1 |&1:4,r|

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Safety

Hazard Codes: T
Risk Statements: 25
Safety Statements: 26-36/37/39-45
RIDADR: UN 2811 6.1/PG 2
WGK Germany: 3
HazardClass: 6.1
HS Code: 29163900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Danger
Hazard statements: H301Toxic if swalloed
Precautionary statements: P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 70255
Product name: (R)-Flurbiprofen
Purity: ≥99%
Packaging: 100mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 70255
Product name: (R)-Flurbiprofen
Purity: ≥99%
Packaging: 1g
Price: $133
Updated: 2024/03/01

Cayman Chemical

Product number: 70255
Product name: (R)-Flurbiprofen
Purity: ≥99%
Packaging: 250mg
Price: $73
Updated: 2024/03/01

Cayman Chemical

Product number: 70255
Product name: (R)-Flurbiprofen
Purity: ≥99%
Packaging: 500mg
Price: $116
Updated: 2024/03/01

TRC

Product number: F598730
Product name: (R)-Flurbiprofen
Packaging: 250mg
Price: $140
Updated: 2021/12/16

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(R)-2-Flurbiprofen Chemical Properties,Usage,Production

Description

(R)-Flurbiprofen is a COX-inactive enantiomer of the racemic non-selective COX inhibitor flurbiprofen that has diverse biological activities. It inhibits γ-secretase activity in vitro and, in vivo, it reduces formation of amyloid-β peptide 1-42 (Aβ42) and improves axonal transport in young Aβ-plaque free mice but not old mice with existing Aβ plaques in the Tg2576 transgenic model of Alzheimer''s disease. (R)-Flurbiprofen inhibits NF-kB activation and DNA binding as well as AP-1 DNA binding in RAW 264.7 macrophages and reduces paw edema in a rat model of zymosan-induced inflammation via COX-independent inhibition of NF-κB and AP-1 activation when administered at doses of 1, 3, and 9 mg/kg. It also suppresses prostate tumor cell growth in vitro by inducing p75^NTR protein expression and reduces tumor growth and metastasis in multiple mouse models of intestinal neoplasia.

Uses

(R)-2-Flurbiprofen is the R-isomer of Flurbiprofen (F598700), an anti-inflammatory used as an analgesic.

Definition

ChEBI: (R)-flurbiprofen is a flurbiprofen. It is an enantiomer of a (S)-flurbiprofen.

Biochem/physiol Actions

gamma secretase inhibitor; amyloid Abeta 42 lowering agent

in vivo

Effects of the early and late onset of treatment with Tarenflurbil ((R)-Flurbiprofen) are assessed in C57BL6/J mice that develop a non-remitting form of the disease, and in SJL mice that develop a relapsing-remitting (RR)-EAE. Tarenflurbil ((R)-Flurbiprofen) completely prevents the development of clinical EAE scores in C57BL6/J mice when the treatment is started within 3 days after immunization. This regimen is referred to as preventive treatment. The effect is dose-dependent, and the minimum daily dose for complete prevention is 5 mg/kg/day. Effects of Tarenflurbil ((R)-Flurbiprofen) are comparable to those of Fingolimod (FTY720, 0.5 mg/kg/day), which is used as the positive control. Tarenflurbil ((R)-Flurbiprofen) also significantly reduces clinical EAE scores in C57BL6/J mice when treatment is started shortly before onset of clinical manifestations, referred to as semi-therapeutic (10 mg/kg/day) and reduces clinical scores when the treatment is initiated after full development of the disease on day 13 (5 mg/g/day)^[3].

References

[1] THOMAS L. KUKAR. Substrate-targeting γ-secretase modulators[J]. Nature, 2008, 453 7197: 925-929. DOI: 10.1038/nature07055
[2] IRMGARD TEGEDER. Inhibition of NF-KB and AP-1 activation by R- and S-flurbiprofen?,?[J]. FASEB Journal, 2001, 15 1: 2-4. DOI: 10.1096/fasebj.15.1.2
[3] EMILY J QUANN. The aryl propionic acid R-flurbiprofen selectively induces p75NTR-dependent decreased survival of prostate tumor cells.[J]. Cancer research, 2007, 67 7: 3254-3262. DOI: 10.1158/0008-5472.can-06-3657
[4] KAREN D. B. SMITH Robia G P Richard Paylor. R-flurbiprofen improves axonal transport in the Tg2576 mouse model of Alzheimer’s Disease as determined by MEMRI[J]. Magnetic Resonance in Medicine, 2010, 65 5: 1423-1429. DOI: 10.1002/mrm.22733

(R)-2-Flurbiprofen Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-2-Flurbiprofen Suppliers

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View Lastest Price from (R)-2-Flurbiprofen manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: (R)-2-Flurbiprofen 51543-40-9
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-18

Qiuxian Baitai New Material Co., LTD

Product: (R)-2-Flurbiprofen 51543-40-9
Price: US $90.00/KG
Min. Order: 10KG
Purity: 99.9%
Supply Ability: 100tons
Release date: 2021-10-29

Zhuozhou Wenxi import and Export Co., Ltd

Product: (R)-2-Flurbiprofen 51543-40-9
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-09

51543-40-9, (R)-2-FlurbiprofenRelated Search:

Kresoxim-methyl Methylparaben Ethyl 2-(Chlorosulfonyl)acetate Biphenyl (Trifluoromethyl)trimethylsilane 2-Fluorophenylacetic acid 2-Phenylisobutyric acid Phenylmethylsulfonyl fluoride 4-Biphenylacetic acid Flurbiprofen 2-Methylbenzotrifluoride Bensulfuron methyl Trifluoromethanesulfonic anhydride Methyl acrylate 3-(Trifluoromethyl)benzaldehyde 3-（trifluoromethyl) Cinnamaldehyde α-Lipoic Acid Methyl

(R)-2-Fluoro-α-methyl-1,1'-biphenyl-4-acetic acid

(R)-α-Methyl-2-fluoro-1,1'-biphenyl-4-acetic acid

(R)-(-)-2-Fluoro-alpha-methyl-4-biphenylacetic acid (Flurbiprofe

[1,1'-Biphenyl]-4-aceticacid, 2-fluoro-a-Methyl-,(aR)-

Flurizan

MPC 7869

(R)-(-)-2-Fluoro-alpha-methyl-4-biphenylacetic acid 97%

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(R)-2-Flurbiprofenr

(R)-2-FLUBIPROFEN

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(R)-(-)-FLURBIPROFEN

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E-7869

(R)-2-fluoro-alpha-methyl[1,1'-biphenyl]-4-acetic acid

Flurbiprofene

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

(R)-2-Flurbiprofen

Furbiprofen

[1,1'-Biphenyl]-4-acetic acid, 2-fluoro-α-methyl-, (R)-

[1,1'-Biphenyl]-4-acetic acid, 2-fluoro-α-methyl-, (αR)-　

l-Flurbiprofen

(R)-(-)-2-FLUORO-ALPHA-METHYL-4-BIPHENYLACETIC ACID (FLURBIPROFEN)

E7869,Tarenflurbil,MPC7869

(R)-2-Flurbiprofen, Tarenflurbil

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(R)-2-(2-Fluoro-1,1'-biphenyl-4-yl)propionic acid

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(R)-FL

Flurbiprofen (R)-Isomer

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

(R)-2-Flurbiprofen USP/EP/BP

(2R)-2-(3-fluoro-4-phenyl-phenyl)propanoic aci

R- Flurbiprofen-d4

(R)-2-(2-fluoro-[1,1'-biphenyl]-4-yl)propanoic acid

(-)-Flurbiprofen

(R)-Flurbiprofen (Tarenflurbil), gamma-secretase inhibitor

Tarenflurbil, 10 mM in DMSO

(<i>R</i>)-(?)-2-Fluoro-α-methyl-4-biphenylacetic acid

51543-40-9

1543-40-9

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Chiral Building Blocks

Asymmetric Synthesis

Carboxylic Acids

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