Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

SML1445

Sigma-Aldrich

WZ4003

≥98% (HPLC)

Synonym(s):

N-[3-[[5-Chloro-2-[[2-methoxy-4-(4-methyl-1-piperazinyl)phenyl]amino]-4-pyrimidinyl]oxy]phenyl]-propanamide

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C25H29ClN6O3
CAS Number:
Molecular Weight:
496.99
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

−20°C

SMILES string

ClC1=CN=C(NC2=C(OC)C=C(N3CCN(C)CC3)C=C2)N=C1OC4=CC(NC(CC)=O)=CC=C4

InChI

1S/C25H29ClN6O3/c1-4-23(33)28-17-6-5-7-19(14-17)35-24-20(26)16-27-25(30-24)29-21-9-8-18(15-22(21)34-3)32-12-10-31(2)11-13-32/h5-9,14-16H,4,10-13H2,1-3H3,(H,28,33)(H,27,29,30)

InChI key

SDGJBAUIGHSMRI-UHFFFAOYSA-N

Biochem/physiol Actions

WZ4003 helps to repress the migration of cells. It also prevents cell proliferation.
WZ4003 is a potent and selective inhibitor of NUAK1 and NUAK2 kinases, members of the AMPK family that are that are activated by the LKB1 (liver kinase B1) tumour suppressor kinase and involved in development and proliferation. WZ4003 has an IC50 of 20 nM for NUAK1 and an IC50 of 100 nM for NUAK2 without significant inhibition of 139 other kinases tested, including ten AMPK-related kinase family members. Treatment with WZ4003 was found to suppress proliferation, restricting cells from entering into mitosis.

Other Notes

WZ4003 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the WZ4003 probe summary on the Chemical Probes Portal website.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Sourav Banerjee et al.
The Biochemical journal, 457(1), 215-225 (2013-11-01)
The related NUAK1 and NUAK2 are members of the AMPK (AMP-activated protein kinase) family of protein kinases that are activated by the LKB1 (liver kinase B1) tumour suppressor kinase. Recent work suggests they play important roles in regulating key biological

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service