ChemicalBook--->CAS DataBase List--->278779-30-9

278779-30-9

278779-30-9 Structure

278779-30-9 Structure
IdentificationBack Directory
[Name]

GW 4064
[CAS]

278779-30-9
[Synonyms]

CS-278
GW 4064
GW4064;GW 4064
3-(2,6-Dichlorophenyl)-4-(3'-carboxy-2-chlorostilben-4-yl)oxymethyl-5-isopropylisoxazole
3-[2-Chloro-4-[[3-(2,6-dichlorophenyl)-5-isopropyl-4-isoxazolyl]methoxy]styryl]benzoic Acid
3-[2-[2-Chloro-4-[3-(2,6-dichlorophenyl)-5-isopropyl-isoxazol-4-ylMethoxy]phenyl]vinyl]benzoic
GW-4064,3-[2-[2-Chloro-4-[3-(2,6-dichlorophenyl)-5-isopropylisoxazol-4-ylMethoxy]phenyl]vinyl]benzoi
3-[2-[2-Chloro-4-[[3-(2,6-dichlorophenyl)-5-isopropylisoxazol-4-yl]Methoxy]phenyl]vinyl]benzoic acid
3-[2-[2-Chloro-4-[[3-(2,6-Dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methoxy]phenyl]ethenyl]-benzoic Acid
Benzoic acid, 3-[2-[2-chloro-4-[[3-(2,6-dichlorophenyl)-5-(1-Methylethyl)-4-isoxazolyl]Methoxy]phenyl]ethenyl]-
GW 4064,3-[2-[2-Chloro-4-[[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methoxy]phenyl]ethenyl]benzoicacid
Benzoic acid, 3-[2-[2-chloro-4-[[3-(2,6-dichlorophenyl)-5-(1-methylethyl)-4-isoxazolyl]methoxy]phenyl]ethenyl]-GW 4064
3-(2,6-Dichlorophenyl)-4-(3'-carboxy-2-chlorostilben-4-yl)oxymethyl-5-isopropylisoxazole GW 4064
[Molecular Formula]

C28H22Cl3NO4
[MDL Number]

MFCD08704413
[MOL File]

278779-30-9.mol
[Molecular Weight]

542.84
Chemical PropertiesBack Directory
[Melting point ]

>175°C (dec.)
[Boiling point ]

702.1±60.0 °C(Predicted)
[density ]

1.367±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: soluble10mg/mL, clear
[form ]

powder
[pka]

4.13±0.10(Predicted)
[color ]

white
[InChIKey]

BYTNEISLBIENSA-UHFFFAOYSA-N
[SMILES]

C(O)(=O)C1=CC=CC(C=CC2=CC=C(OCC3=C(C(C)C)ON=C3C3=C(Cl)C=CC=C3Cl)C=C2Cl)=C1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H319-H413
[Precautionary statements ]

P273-P301+P312+P330-P305+P351+P338
[Hazard Codes ]

Xn
[Risk Statements ]

22-36
[Safety Statements ]

26
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Chronic 4
Eye Irrit. 2
Hazard InformationBack Directory
[Uses]

A novel nonsteroidal FXR nuclear receptor agonist
[Definition]

ChEBI: GW 4064 is a stilbenoid.
[General Description]

GW4064 is a synthetic isoxazole, which is used to decipher the cellular and physiological functions of farnesoid X receptor (FXR). It is an estrogen receptor-related receptors (ERRs) agonist.
[Biological Activity]

Selective, non-steroidal farnesoid X receptor (FXR) agonist (EC 50 = 15 nM). Displays no activity at other nuclear receptors at concentrations up to 1 μ M. Improves hyperglycaemia and hyperlipidaemia in diabetic db/db mice.
[Biochem/physiol Actions]

GW4064 is a FXR agonist. GW4064 is a potent (EC50 = 15 nM), non-steroidal agonist of the orphan nuclear receptor FXR. It shows no activity on other nuclear receptors including RAR up to 1 mM. This is an important tool for the study of the involvment of FXR in a variety of biological activities.
[storage]

Store at +4°C
[References]

[1] chiang pc, thompson dc, ghosh s, heitmeier mr. a formulation-enabled preclinical efficacy assessment of a farnesoid x receptor agonist, gw4064, in hamsters and cynomolgus monkeys. j pharm sci. 2011 nov;100(11):4722-33.
[2] watanabe m, houten sm, wang l, moschetta a, mangelsdorf dj, heyman ra, moore dd, auwerx j. bile acids lower triglyceride levels via a pathway involving fxr, shp, and srebp-1c. j clin invest. 2004 may;113(10):1408-18.
[3] li w, fu j, cheng f, zheng m, zhang j, liu g, tang y. unbinding pathways of gw4064 from human farnesoid x receptor as revealed by molecular dynamics simulations. j chem inf model. 2012 nov 26;52(11):3043-52.
Spectrum DetailBack Directory
[Spectrum Detail]

GW 4064(278779-30-9)1HNMR
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