in vivo
ChemicalBook > CAS DataBase List > 2''-(5-ETHYL-3,4-DIPHENYL-PYRAZOL-1-YL)-BIPHENYL-3-YLOXY]ACETIC ACID

2''-(5-ETHYL-3,4-DIPHENYL-PYRAZOL-1-YL)-BIPHENYL-3-YLOXY]ACETIC ACID

in vivo
Product Name
2''-(5-ETHYL-3,4-DIPHENYL-PYRAZOL-1-YL)-BIPHENYL-3-YLOXY]ACETIC ACID
CAS No.
300657-03-8
Chemical Name
2''-(5-ETHYL-3,4-DIPHENYL-PYRAZOL-1-YL)-BIPHENYL-3-YLOXY]ACETIC ACID
Synonyms
CS-495;BMS309403;BMS 309403;BMS309403;BMS-309403 >=98% (HPLC);3-[2-(5-ETHYL-3,4-DIPHENYLPYRAZOL-1-YL)PHENYL]PHENOXYACETIC ACID;2''-(5-ETHYL-3,4-DIPHENYL-PYRAZOL-1-YL)-BIPHENYL-3-YLOXY]ACETIC ACID;2-[3-[2-(5-ethyl-3,4-diphenylpyrazol-1-yl)phenyl]phenoxy]acetic acid;2''-(5-ETHYL-3,4-DIPHENYL-PYRAZOL-1-YL)-BIPHENYL-3-YLOXY]ACETIC ACID;2-((2'-(5-Ethyl-3,4-diphenyl-1H-pyrazol-1-yl)-[1,1'-biphenyl]-3-yl)oxy)acetic acid;2-[[2'-(5-ethyl-3,4-diphenyl-1H-pyrazol-1-yl)[1,1'-biphenyl]-3-yl]oxy]- acetic acid
CBNumber
CB31519335
Molecular Formula
C31H26N2O3
Formula Weight
474.55
MOL File
300657-03-8.mol
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2''-(5-ETHYL-3,4-DIPHENYL-PYRAZOL-1-YL)-BIPHENYL-3-YLOXY]ACETIC ACID Property

Boiling point:
657.5±55.0 °C(Predicted)
Density 
1.17
storage temp. 
Sealed in dry,Room Temperature
solubility 
Soluble in DMSO (up to at lease 25 mg/ml).
form 
White powder solid.
pka
3.15±0.10(Predicted)
color 
Off-white or pale yellow
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month.
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Safety

HS Code 
2933199090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
341310
Product name
FABP4 Inhibitor - CAS 300657-03-8 - Calbiochem
Purity
The FABP4 Inhibitor, also referenced under CAS 300657-03-8, controls the biological activity of FABP4.
Packaging
5MG
Price
$220
Updated
2024/03/01
Tocris
Product number
5258
Product name
BMS309403
Purity
≥98%(HPLC)
Packaging
50
Price
$674
Updated
2021/12/16
Tocris
Product number
5258
Product name
BMS309403
Purity
≥98%(HPLC)
Packaging
10
Price
$161
Updated
2021/12/16
TRC
Product number
B695585
Product name
BMS309403
Packaging
5mg
Price
$60
Updated
2021/12/16
TRC
Product number
B695585
Product name
BMS309403
Packaging
25mg
Price
$220
Updated
2021/12/16
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2''-(5-ETHYL-3,4-DIPHENYL-PYRAZOL-1-YL)-BIPHENYL-3-YLOXY]ACETIC ACID Chemical Properties,Usage,Production

in vivo

BMS-309403 sodium (15 mg/kg; chronic treatment; daily for 6 weeks) improves endothelial function, phosphorylated and total eNOS and reduced plasma triglyceride levels but did not affect endothelium-independent relaxations

Description

BMS 309403 is a potent and selective fatty acid binding protein 4, adipocyte (FABP4) inhibitor (Ki values are <2, 250 and 350 nM for FABP4, FABP3 and FABP5 respectively). Decreases fatty acid uptake in adipocytes in vitro and reduces atherosclerotic lesion area in a mouse model of atherosclerosis. Reduces blood glucose levels and increases insulin sensitivity in a mouse model of obesity.

Uses

FABP4 Inhibitor is a cell-permeable biphenylazolo-oxyacetate that acts as a potent and selective inhibitor of A-FABP (adipocyte Fatty-Acid-Binding Protein) by targeting its fatty acid-binding pocket (Ki = < 2 nM in a competitive binding assay using 1,8-ANS), while exhibiting much lower affinity for muscle and epidermal FABP''s (Ki = 250 nM and 350 nM, respectively).

Biochem/physiol Actions

BMS-309403 is a potent and selective inhibitor of fatty acid binding protein 4 (FABP4), also known as adipocyte FABP (A-FABP, aP2). FABP4 is an intracellular lipid-binding protein responsible for the transportation of fatty acids. It is expressed primarily in adipose tissue and is associated with inflammation, obesity, diabetes and cardiovascular diseases. BMS309403 interacts with the fatty-acid-binding pocket within the interior of FABP4 and has been shown to competitively inhibit fatty acid binding with a Ki value < 2 nM. BMS309403 is orally active and has been shown to reduce atherosclerosis in mice studies.

in vitro

Treatment with BMS-309403 significantly decreased MCP-1 production from THP-1 macrophages in a dose- and time-dependent manner.

storage

Store at -20°C

References

1) Furuhashi?et al.?(2007),?Treatment of diabetes and atherosclerosis by inhibiting fatty-acid-binding protein aP2; Nature?447?959 2) Sulsky?et al. (2007),?Potent and selective biphenyl azole inhibitors of adipocyte fatty acid binding protein (aFABP); Bioorg. Med. Chem. Lett.,?17?3511 3) Lin?et al.?(2012),?BMS309403 stimulates glucose uptake in myotubes through activation of AMP-activated protein kinase; PLoS One,?7?e44570 4) Bosquet?et al.?(2018),?FABP4 inhibitor BMS3409403 decreases saturated-fatty-acid-induced endoplasmic reticulum stress-associated inflammation in skeletal muscle by reducing p38 MAPK activation; Biochim. Biophys. Acta Mol. Cell Biol. Lipids,?1863?604 5) Gongl?et al. (2018),?FABP4 inhibitors suppress inflammation and oxidative stress in murine and cell models of acute lung injury; Biochem. Biophys. Res. Commun.,?496?1115

2''-(5-ETHYL-3,4-DIPHENYL-PYRAZOL-1-YL)-BIPHENYL-3-YLOXY]ACETIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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2''-(5-ETHYL-3,4-DIPHENYL-PYRAZOL-1-YL)-BIPHENYL-3-YLOXY]ACETIC ACID Suppliers

ChemCell Biomedicine Co.,Ltd.
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View Lastest Price from 2''-(5-ETHYL-3,4-DIPHENYL-PYRAZOL-1-YL)-BIPHENYL-3-YLOXY]ACETIC ACID manufacturers

Career Henan Chemical Co
Product
2''-(5-ETHYL-3,4-DIPHENYL-PYRAZOL-1-YL)-BIPHENYL-3-YLOXY]ACETIC ACID 300657-03-8
Price
US $1.00/g
Min. Order
1g
Purity
99.99%
Supply Ability
2tons
Release date
2019-12-19

300657-03-8, 2''-(5-ETHYL-3,4-DIPHENYL-PYRAZOL-1-YL)-BIPHENYL-3-YLOXY]ACETIC ACIDRelated Search:


  • 2''-(5-ETHYL-3,4-DIPHENYL-PYRAZOL-1-YL)-BIPHENYL-3-YLOXY]ACETIC ACID
  • 2-[[2'-(5-ethyl-3,4-diphenyl-1H-pyrazol-1-yl)[1,1'-biphenyl]-3-yl]oxy]- acetic acid
  • BMS309403
  • 3-[2-(5-ETHYL-3,4-DIPHENYLPYRAZOL-1-YL)PHENYL]PHENOXYACETIC ACID
  • CS-495
  • BMS 309403;BMS309403
  • Acetic acid, 2-[[2'-(5-ethyl-3,4-diphenyl-1H-pyrazol-1-yl)[1,1'-biphenyl]-3-yl]oxy]-
  • 2-[3-[2-(5-ethyl-3,4-diphenylpyrazol-1-yl)phenyl]phenoxy]acetic acid
  • BMS-309403 >=98% (HPLC)
  • 2-((2'-(5-Ethyl-3,4-diphenyl-1H-pyrazol-1-yl)-[1,1'-biphenyl]-3-yl)oxy)acetic acid
  • 2''-(5-ETHYL-3,4-DIPHENYL-PYRAZOL-1-YL)-BIPHENYL-3-YLOXY]ACETIC ACID
  • 300657-03-8
  • FABP4 Inhibitor
  • selective inhibitor of adipocyte Fatty-Acid-Binding Protein (aFABP/aP2)