(R)-2-(2-Fluoro-[1,1'-Biphenyl]-4-Yl)Propanoic Acid (R)-2-(2-氟-[1,1'-联苯]-4-基)丙酸

CAS 51543-40-9 MFCD00869714

化学结构图

51543-40-9
SMILES: C[C@@H](C(=O)O)c1ccc(-c2ccccc2)c(F)c1

化学属性

Mol. FormulaC15H13FO2
Mol. Weight244
Melting Point110-113 °C(lit.)
Appearance White to off-white crystalline powder
SolubilitySoluble in DMSO, not in water

别名和识别编码

Chemical Name(R)-2-(2-Fluoro-[1,1'-Biphenyl]-4-Yl)Propanoic Acid
Synonym (R)-(-)-2-氟-α-甲基-4-联苯乙酸 (R)-2-氟比洛芬 氟比洛芬 E7869, E 7869, E-7869, Flurizan, Furbiprofen, MPC-7869, MPC 7869, MPC7869, (R)-Flurbiprofen
MDL NumberMFCD00869714
PubChem Substance ID24878847
EC Number257-264-7
CAS Number51543-40-9
Chemical Name Translation(R)-2-(2-氟-[1,1'-联苯]-4-基)丙酸
FormulaC15H13FO2
IUPAC Name(R)-2-(3-Fluoro-4-phenylphenyl)propanoic acid
InChIKeySYTBZMRGLBWNTM-SNVBAGLBSA-N
InChIInChI=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
Canonical SMILESC[C@H](C1=CC=C(C2=CC=CC=C2)C(F)=C1)C(O)=O
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分类

  • {SNA} Aryl Fluorinated Building Blocks, Asymmetric Synthesis, Building Blocks, C13-C26, Carboxylic Acids, Chemical Synthesis, Chiral Building Blocks, Fluorinated Building Blocks, Organic Building Blocks, Organic Fluorinated Building Blocks, Other Fluorinated Organic Building Blocks
  • {SNA} Aryl Fluorinated Building Blocks, Asymmetric Synthesis, Bioactive Small Molecules, Building Blocks, C13-C26, Carboxylic Acids, Cell Biology, Chemical Synthesis, Chiral Building Blocks, F, Fluorinated Building Blocks, Organic Building Blocks, Organic Fluorinated Building Blocks,

产品应用

  • Tarenflurbil, also known as (R)-Flurbiprofen, is an orally active synthetic enantiomer of flurbiprofen. Tarenflurbil activates c-Jun N terminal kinase, increases AP-1 binding to DNA, and downregulates cyclin D1 expression, resulting in arrest of tumor cells in the G1 phase of the cell cycle and apoptosis. This agent also affects the expression of nuclear factor kappa B, a rapid response transcription factor that stimulates the immune response to tumor cells. Tarenflurbil does not inhibit the enzyme cyclo-oxygenase. Tarenflurbil is currently tested in patients with mild Alzheimer's disease.

相关文献及参考

  • [2]. Wanngren J, et al. Second generation γ-secretase modulators exhibit different modulation of Notch β and Aβ production. J Biol Chem. 2012 Sep 21;287(39):32640-50.
  • [3]. Schmitz K, et al. R-flurbiprofen attenuates experimental autoimmune encephalomyelitis in mice. EMBO Mol Med. 2014 Sep 30;6(11):1398-422.
  • [1]. You X, et al. Retinoid X receptor-alpha mediates (R )-flurbiprofen's effect on the levels of Alzheimer's beta-amyloid. J Neurochem. 2009 Oct;111(1):142-9.
  • [1]. You X, et al. Retinoid X receptor-alpha mediates (R )-flurbiprofen's effect on the levels of Alzheimer's beta-amyloid. J Neurochem. 2009 Oct;111(1):142-9.
  • [2]. Wanngren J, et al. Second generation γ-secretase modulators exhibit different modulation of Notch β and Aβ production. J Biol Chem. 2012 Sep 21;287(39):32640-50.
  • [3]. Schmitz K, et al. R-flurbiprofen attenuates experimental autoimmune encephalomyelitis in mice. EMBO Mol Med. 2014 Sep 30;6(11):1398-422.

安全信息

WGK Germany3
GHS Symbol
Precautionary statements
  • P301+P310
Signal word Danger
Hazard statements
  • H301 Toxic if swallowed 吞食有毒
Personal Protective Equipment Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
Hazard Codes T
Risk Statements
  • R25 Toxic if swallowed 吞咽有毒
Storage condition Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

系列性分类


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