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SML2578

A-769662

Name: A-769662
Brand: SIGMA

≥98% (HPLC), AMPK activator, powder

Synonym(s):

4-Hydroxy-3-(2′-hydroxy-1,1′-biphenyl-4-yl)-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile, 4-Hydroxy-3-(2′-hydroxybiphenyl-4-yl)-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile, 6,7-Dihydro-4-hydroxy-3-(2′-hydroxy[1,1′-biphenyl]-4-yl)-6-oxothieno[2,3-b]pyridine-5-carbonitrile, A 769662, A769662

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₁₂N₂O₃S

CAS Number:

844499-71-4

Molecular Weight:

360.39

UNSPSC Code:

12352200

NACRES:

NA.77

MDL number:

MFCD11977269

Assay:

≥98% (HPLC)

Form:

powder

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Properties

Product Name

A-769662, ≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

color

white to very dark brown

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

[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

Description

Biochem/physiol Actions

A-769662 is a potent, β1 subunit-selective, allosteric drug and metabolite (ADaM) site AMPK activator (α1β1γ1 EC50/Emax = 0.15 μM/1.99 vs. 4.51 μM/2.19 with AMP) that promotes a Thr172 phosphorylation in a β1 carbohydrate binding module (CBM) Ser108 phosphorylation-dependent manner. A769662 synergizes with AMP as well as C2 (AMP mimetic) toward Thr172 dephosphorylated/Ser108 phosphorylated AMPK. A-769662 is widely employed in probing AMPK β1 complexes-mediated cellular signaling in cultures (conc range: 1 μM-1 mM) as well as AMPK-dependent physiological and pathological processes in mice and rats in vivo (dosing range: 1-30 mg/kg i.p.).

Potent, β1-selective, allosteric drug and metabolite (ADaM) site AMP-activated protein kinase (AMPK) activator in cultures and in vivo.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

0000506064

0000425656

0000354603

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