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
More
Less

(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|
More
Less

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
More
Less

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.

More
Less

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
More
Less

(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 p75NTR 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

More
Less

(R)-2-Flurbiprofen Suppliers

Chengdu Senior Pharma Technology Co.Ltd.
Tel
+86-0838-2319818 +86-15982001943
Email
seniorpharma@163.com
Country
China
ProdList
446
Advantage
55
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44801
Advantage
61
Daicel Chiral Technologies (China)CO.,LTD
Tel
021-50460086-9 15921403865
Fax
+86-21-50462321
Email
han_yajun@dctc.daicel.com
Country
China
ProdList
7471
Advantage
65
Shanghai Fuhe Chemistry Technology Co., Ltd.
Tel
0086-21-67651709
Fax
0086-21-67651705
Email
cfx759@hotmail.com
Country
China
ProdList
410
Advantage
57
Hangzhou Yuhao Chemical Technology Co., Ltd
Tel
0571-82693216
Fax
+86-571-82880190
Email
info@yuhaochemical.com
Country
China
ProdList
6387
Advantage
52
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
12952
Advantage
65
BioBioPha Co., Ltd.
Tel
0871-65217109 13211707573;
Fax
0871-65215563
Email
y.liu@mail.biobiopha.com
Country
China
ProdList
5653
Advantage
65
Thermo Fisher Scientific
Tel
800-810-5118
Fax
+86-10-84193589
Email
cnchemical@thermofisher.com
Country
China
ProdList
17770
Advantage
75
More
Less

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:


  • (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%
  • (R)-Flurbiprofen, >=99%
  • (R)-2-Flurbiprofenr
  • (R)-2-FLUBIPROFEN
  • (R)-(-)-2-FLUORO-ALPHA-METHYL-4-BIPHENYLACETIC ACID
  • (R)-(-)-FLURBIPROFEN
  • (R)-FLURBIPROFEN
  • 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
  • 2-Flurbiprofen
  • Tarenflurbil
  • (R)-2-(2-Fluoro-1,1'-biphenyl-4-yl)propionic acid
  • (R)-Flurbiprofen (E7869
  • Flurbiprofen CRS
  • (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
  • Organic Building Blocks
  • Chiral Building Blocks
  • Asymmetric Synthesis
  • Carboxylic Acids
  • API
  • Pharmaceutical ingredients