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844499-71-4,MFCD11977269
Catalog No.:AA0038BY

844499-71-4 | A-769662

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1mg
98%
in stock  
$8.00   $6.00
- +
5mg
98%
in stock  
$24.00   $17.00
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10mg
98%
in stock  
$35.00   $25.00
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50mg
98%
in stock  
$96.00   $68.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0038BY
Chemical Name:
A-769662
CAS Number:
844499-71-4
Molecular Formula:
C20H12N2O3S
Molecular Weight:
360.3859
MDL Number:
MFCD11977269
SMILES:
N#Cc1c(=O)[nH]c2c(c1O)c(cs2)c1ccc(cc1)c1ccccc1O
Properties
Computed Properties
 
Complexity:
647  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
2  
XLogP3:
4.1  

Downstream Synthesis Route
844499-71-4    75-16-1   
5-ethanimidoyl-4-hydroxy-3-(2'-hydroxy-1,1'-biphenyl-4-yl)thieno2,3-bpyridin-6(7H)-one 

[1]Patent:US2005/38068,2005,A1.Locationinpatent:Page/Pagecolumn70

844499-71-4   
4-hydroxy-3-(2'-hydroxy-1,1'-biphenyl-4-yl)thieno2,3-bpyridin-6(7H)-one 

[1]Patent:US2005/38068,2005,A1.Locationinpatent:Page/Pagecolumn51

[1]Patent:US2005/38068,2005,A1.Locationinpatent:Page/Pagecolumn53

844499-71-4    105-36-2   
4'-(5-cyano-4-hydroxy-6-oxo-6,7-dihydrothieno2,3-bpyridin-3-yl)-1,1'-biphenyl-2-yloxy}aceticacid 

[1]Patent:US2005/38068,2005,A1.Locationinpatent:Page/Pagecolumn37,65

Literature

Title: Effect of A-769662, a direct AMPK activator, on Tlr-4 expression and activity in mice heart tissue.

Journal: Iranian journal of basic medical sciences 20161201

Title: Activation of AMPK-induced autophagy ameliorates Huntington disease pathology in vitro.

Journal: Neuropharmacology 20160901

Title: Bavachalcone-induced manganese superoxide dismutase expression through the AMP-activated protein kinase pathway in human endothelial cells.

Journal: Pharmacology 20150101

Title: Identification of potent Yes1 kinase inhibitors using a library screening approach.

Journal: Bioorganic & medicinal chemistry letters 20130801

Title: Activation of AMP-activated protein kinase inhibits the proliferation of human endothelial cells.

Journal: The Journal of pharmacology and experimental therapeutics 20120901

Title: Activation of AMP-activated protein kinase stimulates Na+,K+-ATPase activity in skeletal muscle cells.

Journal: The Journal of biological chemistry 20120706

Title: The ancient drug salicylate directly activates AMP-activated protein kinase.

Journal: Science (New York, N.Y.) 20120518

Title: AMP-activated protein kinase phosphorylates and inactivates liver glycogen synthase.

Journal: The Biochemical journal 20120401

Title: Activation of AMP-activated protein kinase (AMPK) provides a metabolic barrier to reprogramming somatic cells into stem cells.

Journal: Cell cycle (Georgetown, Tex.) 20120301

Title: Monitoring metabolites consumption and secretion in cultured cells using ultra-performance liquid chromatography quadrupole-time of flight mass spectrometry (UPLC-Q-ToF-MS).

Journal: Analytical and bioanalytical chemistry 20120101

Title: 5-Aminoimidazole-4-carboxyamide-ribonucleoside (AICAR)-stimulated hepatic expression of Cyp4a10, Cyp4a14, Cyp4a31, and other peroxisome proliferator-activated receptor α-responsive mouse genes is AICAR 5'-monophosphate-dependent and AMP-activated protein kinase-independent.

Journal: The Journal of pharmacology and experimental therapeutics 20111201

Title: A small molecule AMPK activator protects the heart against ischemia-reperfusion injury.

Journal: Journal of molecular and cellular cardiology 20110701

Title: Genistein, resveratrol, and 5-aminoimidazole-4-carboxamide-1-β-D-ribofuranoside induce cytochrome P450 4F2 expression through an AMP-activated protein kinase-dependent pathway.

Journal: The Journal of pharmacology and experimental therapeutics 20110401

Title: AMP-activated protein kinase regulates glucagon secretion from mouse pancreatic alpha cells.

Journal: Diabetologia 20110101

Title: Escherichia coli expression, purification and characterization of functional full-length recombinant alpha2beta2gamma3 heterotrimeric complex of human AMP-activated protein kinase.

Journal: Protein expression and purification 20101001

Title: Stimulation of human and mouse erythrocyte Na(+)-K(+)-2Cl(-) cotransport by osmotic shrinkage does not involve AMP-activated protein kinase, but is associated with STE20/SPS1-related proline/alanine-rich kinase activation.

Journal: The Journal of physiology 20100701

Title: AMP-activated protein kinase induces actin cytoskeleton reorganization in epithelial cells.

Journal: Biochemical and biophysical research communications 20100604

Title: Regulation of Na+-coupled glucose carrier SGLT1 by AMP-activated protein kinase.

Journal: Molecular membrane biology 20100401

Title: Involvement of mTOR in globular adiponectin-induced generation of reactive oxygen species.

Journal: Free radical research 20100201

Title: Kinetic evidence for unique regulation of GLUT4 trafficking by insulin and AMP-activated protein kinase activators in L6 myotubes.

Journal: The Journal of biological chemistry 20100115

Title: AMP-activated protein kinase activator A-769662 is an inhibitor of the Na(+)-K(+)-ATPase.

Journal: American journal of physiology. Cell physiology 20091201

Title: A-769662 activates AMPK beta1-containing complexes but induces glucose uptake through a PI3-kinase-dependent pathway in mouse skeletal muscle.

Journal: American journal of physiology. Cell physiology 20091001

Title: Inhibitory effects of A-769662, a novel activator of AMP-activated protein kinase, on 3T3-L1 adipogenesis.

Journal: Biological & pharmaceutical bulletin 20090601

Title: AMP-activated protein kinase inhibits alkaline pH- and PKA-induced apical vacuolar H+-ATPase accumulation in epididymal clear cells.

Journal: American journal of physiology. Cell physiology 20090401

Title: Role of adenosine 5'-monophosphate-activated protein kinase in interleukin-6 release from isolated mouse skeletal muscle.

Journal: Endocrinology 20090201

Title: Beyond AICA riboside: in search of new specific AMP-activated protein kinase activators.

Journal: IUBMB life 20090101

Title: Thienopyridone drugs are selective activators of AMP-activated protein kinase beta1-containing complexes.

Journal: Chemistry & biology 20081124

Title: Defining the mechanism of activation of AMP-activated protein kinase by the small molecule A-769662, a member of the thienopyridone family.

Journal: The Journal of biological chemistry 20071109

Title: Mechanism of action of A-769662, a valuable tool for activation of AMP-activated protein kinase.

Journal: The Journal of biological chemistry 20071109

Title: Identification and characterization of a small molecule AMPK activator that treats key components of type 2 diabetes and the metabolic syndrome.

Journal: Cell metabolism 20060601

Title: Cool B, et al. Identification and characterization of a small molecule AMPK activator that treats key components of type 2 diabetes and the metabolic syndrome. Cell Metab, 2006, 3(6), 403-416.

Title: Sanders MJ, et al. Defining the mechanism of activation of AMP-activated protein kinase by the small molecule A-769662, a member of the thienopyridone family. J Biol Chem, 2007, 282(45), 32539-32548.

Title: Moreno D, et al, A769662, a novel activator of AMP-activated protein kinase, inhibits non-proteolytic components of the 26S proteasome by an AMPK-independent mechanism. FEBS Lett, 2008, 583(17), 2650-2654.

Title: Yerra VG, et al. Adenosine Monophosphate-Activated Protein Kinase Abates Hyperglycaemia-Induced Neuronal Injury in Experimental Models of Diabetic Neuropathy: Effects on Mitochondrial Biogenesis, Autophagy and Neuroinflammation. Mol Neurobiol. 2017 Apr;54(3):2301-2312.

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