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(R)-2-Flurbiprofen

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(R)-2-Flurbiprofen Basic information

Product Name:
(R)-2-Flurbiprofen
Synonyms:
  • (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%
CAS:
51543-40-9
MF:
C15H13FO2
MW:
244.26
EINECS:
257-264-7
Product Categories:
  • API
  • Pharmaceutical ingredients
Mol File:
51543-40-9.mol
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(R)-2-Flurbiprofen Chemical Properties

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
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Safety Information

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

MSDS

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(R)-2-Flurbiprofen Usage And Synthesis

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

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