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

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
Molecular Weight:
474.55
MDL Number:
MFCD09991687
MOL File:
300657-03-8.mol
Last updated:2024-11-19 15:53:33

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

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.
FDA UNII M5X9XSU6J5

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
HS Code  2933199090

2''-(5-ETHYL-3,4-DIPHENYL-PYRAZOL-1-YL)-BIPHENYL-3-YLOXY]ACETIC ACID price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 341310 FABP4 Inhibitor - CAS 300657-03-8 - Calbiochem The FABP4 Inhibitor, also referenced under CAS 300657-03-8, controls the biological activity of FABP4. 300657-03-8 5MG $220 2024-03-01 Buy
Tocris 5258 BMS309403 ≥98%(HPLC) 300657-03-8 50 $674 2021-12-16 Buy
Tocris 5258 BMS309403 ≥98%(HPLC) 300657-03-8 10 $161 2021-12-16 Buy
TRC B695585 BMS309403 300657-03-8 5mg $60 2021-12-16 Buy
TRC B695585 BMS309403 300657-03-8 25mg $220 2021-12-16 Buy
Product number Packaging Price Buy
341310 5MG $220 Buy
5258 50 $674 Buy
5258 10 $161 Buy
B695585 5mg $60 Buy
B695585 25mg $220 Buy

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

Global( 92)Suppliers
Supplier Tel Email Country ProdList Advantage
Hangzhou FandaChem Co.,Ltd.
+8615858145714 FandaChem@Gmail.com China 9087 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3009 60
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32957 60
Biochempartner
0086-13720134139 candy@biochempartner.com CHINA 965 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63687 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29811 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32161 58
Zhejiang J&C Biological Technology Co.,Limited
+1-2135480471 +1-2135480471 sales@sarms4muscle.com China 10473 58
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6391 58
LEAP CHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 24727 58

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
BMS-309403 pictures 2024-11-19 BMS-309403
300657-03-8
US $30.00-85.00 / mg 99.54% 10g TargetMol Chemicals Inc.
	2''-(5-ETHYL-3,4-DIPHENYL-PYRAZOL-1-YL)-BIPHENYL-3-YLOXY]ACETIC ACID pictures 2019-12-20 2''-(5-ETHYL-3,4-DIPHENYL-PYRAZOL-1-YL)-BIPHENYL-3-YLOXY]ACETIC ACID
300657-03-8
US $1.00 / g 1g 99.99% 2tons Career Henan Chemical Co
  • BMS-309403 pictures
  • BMS-309403
    300657-03-8
  • US $30.00-85.00 / mg
  • 99.54%
  • TargetMol Chemicals Inc.

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

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)