A 769662 Chemical Properties

Melting point:

263 - 266oC

Boiling point:

630.1±55.0 °C(Predicted)

Density 

1.56

Flash point:

334.9℃

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Soluble in DMSO (up to 30 mg/ml) or in Ethanol (up to 5 mg/ml),

form 

solid

pka

4.50±1.00(Predicted)

color 

Beige

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.

Safety Information

Safety Statements 

24/25

HS Code 

29333990

A 769662 Usage And Synthesis

Description

A-769662 is a small molecule thienopyridone that activates AMPK directly in cell-free assays (EC₅₀ = 116 nM) and intact cells by allosterically activating AMPK and inhibiting its dephosphorylation on Thr¹⁷². A-769662 specifically activates β1 subunit-containing AMPK heterotrimers, and its effects are independent of kinases upstream of AMPK. A-769662 has been used to stimulate CYP450-mediated fatty acid oxidation, inhibit adipocyte differentiation, explore glucose uptake in skeletal muscle, and promote endothelial cell survival during metabolic stress.

Uses

A 769662 is an AMP-activated protein kinase (AMPK) activiator. A 769662 selectively activates cardiac AMPK heterotrimeric complexes contg. α2/β1-subunits.

Definition

ChEBI: 4-hydroxy-3-[4-(2-hydroxyphenyl)phenyl]-6-oxo-7H-thieno[2,3-b]pyridine-5-carbonitrile is a member of biphenyls.

Biological Activity

Potent, reversible AMP-activated protein kinase (AMPK) activator (EC 50 = 0.8 μ M) that displays selectivity towards β 1 subunit-containing heterotrimers. Inhibits fatty acid synthesis (IC 50 = 3.2 μ M) and decreases plasma glucose and triglyceride levels in vivo .

storage

+4°C

References

[1] JOHN W SCOTT. Thienopyridone drugs are selective activators of AMP-activated protein kinase beta1-containing complexes.[J]. Chemistry & biology, 2008, 15 11: 1220-1230. DOI:10.1016/j.chembiol.2008.10.005
[2] BARBARA COOL. Identification and characterization of a small molecule AMPK activator that treats key components of type 2 diabetes and the metabolic syndrome.[J]. Cell metabolism, 2006, 3 6: 403-416. DOI:10.1016/j.cmet.2006.05.005
[3] YI ZHOU. Inhibitory effects of A-769662, a novel activator of AMP-activated protein kinase, on 3T3-L1 adipogenesis.[J]. Biological & pharmaceutical bulletin, 2009, 32 6: 993-998. DOI:10.1248/bpb.32.993
[4] ALEJANDRO VAZQUEZ-MARTIN. Activation of AMP-activated protein kinase (AMPK) provides a metabolic barrier to reprogramming somatic cells into stem cells.[J]. Cell Cycle, 2012, 11 5: 974-989. DOI:10.4161/cc.11.5.19450
[5] SERGE DUCOMMUN. Enhanced activation of cellular AMPK by dual-small molecule treatment: AICAR and A769662.[J]. American journal of physiology. Endocrinology and metabolism, 2014, 306 6: E688-96. DOI:10.1152/ajpendo.00672.2013

A 769662(844499-71-4)Related Product Information

• 5-[(2R)-2-([(2R)-2-(3-CHLOROPHENYL)-2-HYDROXYETHYL]AMINO)PROPYL]-1,3-BENZODIOXOLE-2,2-DICARBOXYLATE DISODIUM
• BIO
• Glibenclamide
• (3N-[(2S,3S)-2-AMINO-3-METHYL-PENTANOYL]-1,3-THIAZOLIDINE) HEMIFUMARATE
• 2,2-diphenyl-1-picrylhydrazyl
• RUETASOLV BP 4103 - MIXTURE OF ISOMERES ISOPROPYLBIPHENYLS. FOR FURTHER DETAILS PLEASE INQUIRE AT MARKETING CONTACTS. SPECIALITY CHEMICALS
• 4,4'-Biphenol
• 3-PHENYLPHENOL
• 4-Phenylphenol
• BML-275
• PD 0325901
• BIRB 796 (Doramapimod)
• AICAR
• Ibrutinib
• CHIR-99021