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4-Hydroxy-3-(2'-hydroxy-1,1'-biphenyl-4-yl)-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile

Name: 4-Hydroxy-3-(2'-hydroxy-1,1'-biphenyl-4-yl)-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile
Brand: 2A Biotech
SKU: 2A-9058295

CAS Number844499-71-4

Synonyms4-hydroxy-3-(2'-hydroxybiphenyl-4-yl)-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile; 4-Hydroxy-3-(2'-hydroxy-4-biphenylyl)-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile; 4-Hydroxy-3-(2'-hydroxy-1,1'-biphenyl-4-yl)-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile; cc-24; A-769662

Molecular FormulaC20H12N2O3S

Molecular Weight360.39

Purity≥98 (HPLC)%

Density1.6±0.1 g/cm3

Boiling Point630.1±55.0 °C at 760 mmHg

Melting Point268.39° C

Appearancepowder

MSDSChinese English

Cat. No.: 2A-9058295 Purity: ≥98 (HPLC)%

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Quality Control of [ 844499-71-4 ] Purity: ≥98 (HPLC)% SDS Specification MoL

Chemical & Physical Properties
CAS Number	844499-71-4
Catalog No.	2A-9058295
Chinese Name	4-羟基-3-(2'-羟基-1,1'-联苯-4-基)-6-氧代-6,7-二氢噻吩并[2,3-B]吡啶-5-甲腈
Synonyms	4-hydroxy-3-(2'-hydroxybiphenyl-4-yl)-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile; 4-Hydroxy-3-(2'-hydroxy-4-biphenylyl)-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile; 4-Hydroxy-3-(2'-hydroxy-1,1'-biphenyl-4-yl)-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile; cc-24; A-769662
Molecular Formula	C20H12N2O3S
Molecular Weight	360.39
Purity	≥98 (HPLC)
Density	1.6±0.1 g/cm3
Boiling Point	630.1±55.0 °C at 760 mmHg
Melting Point	268.39° C
Appearance	powder
Storage Condition	Store at +4°C
Application	A-769662 is a potent, reversible AMPK activator with an EC50 value of 0.8 μM.
HTC	2934999090
MDL Number	MFCD11977269
SMILES	[s]1c2[nH][c](c(c(c2c(c1)c3ccc(cc3)c4c(cccc4)O)O)C#N)=O
InChI	1S/C20H12N2O3S/c21-9-14-18(24)17-15(10-26-20(17)22-19(14)25)12-7-5-11(6-8-12)13-3-1-2-4-16(13)23/h1-8,10,23H,(H2,22,24,25)
InChI Key	CTESJDQKVOEUOY-UHFFFAOYSA-N
NACRES Code	NA.77
UNSPSC	12352200
MSDS	msds/58295_1_844499_71_4.pdf
Use of	A-769662 is a potent, reversible AMPK activator with EC50 of 0.8 μM. Properties Name 4-hydroxy-3-[4-(2-hydroxyphenyl)phenyl]-6-oxo-7H-thieno[2,3-b]pyridine-5-carbonitrile Synonym More Synonyms A-769662 Biological Activity Description A-769662 is a potent, reversible AMPK activator with EC50 of 0.8 μM. Related Catalog Signaling Pathways >> Epigenetics >> AMPK Signaling Pathways >> PI3K/Akt/mTOR >> AMPK Research Areas >> Others AMPK:0.8 μM (EC50) In Vitro A-769662 is equally potent in activating the baculovirus expressed α1,β1,γ1 recombinant isoform of AMPK (EC50=0.7 μM). A-769662 and A-592107 activate AMPK purified from multiple tissues and species in a dose-responsive manner with modest variations in observed EC50s. EC50s determined for A-769662 using partially purified AMPK extracts from rat heart, rat muscle, or human embryonic kidney cells (HEKs) are 2.2 μM, 1.9 μM, or 1.1 μM, respectively[1]. A-769662 activates endogenous AMPK in LKB1-expressing (HEK293) and LKB1-deficient (CCL13) cells. A-769662 allosterically activates AMPK complexes containing γ1 harboring a substitution of arginine residue 298 to glycine (R298G). A-769662 inhibits dephosphorylation of Thr-172 in the mutant γ1-containing complexes to a similar degree as seen in the wild-type complexes[2]. A769662 (300 μM) has toxic effects on MEF cells. A769662 reversibly inhibits the proteasomal activity[3]. References [1]. 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. [2]. 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. [3]. 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. [4]. 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. Chemical & Physical Properties Molecular Formula C20H12N2O3S Exact Mass 360.056854 PSA 125.35000 Index of Refraction 1.781 InChIKey CTESJDQKVOEUOY-UHFFFAOYSA-N Safety Information HS Code 2934999090
Tax Rebate	13.0%
Supervision	None. MFN tariff: 6.5%. Ordinary tariff: 20.0%
Transport Info	Product name: Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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4-Hydroxy-3-(2'-hydroxy-1,1'-biphenyl-4-yl)-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile

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