SML1334

Sigma-Aldrich

WH-4-023

≥98% (HPLC)

Synonym(s):
2,6-Dimethylphenyl N-(2,4-dimethoxyphenyl)-N-[2-[[4-(4-methyl-1-piperazinyl)phenyl]amino]-4-pyrimidinyl]carbamate, KIN112
Empirical Formula (Hill Notation):
C32H36N6O4
CAS Number:
Molecular Weight:
568.67
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

CN1CCN(C2=CC=C(NC3=NC=CC(N(C4=CC=C(OC)C=C4OC)C(OC5=C(C)C=CC=C5C)=O)=N3)C=C2)CC1

InChI

1S/C32H36N6O4/c1-22-7-6-8-23(2)30(22)42-32(39)38(27-14-13-26(40-4)21-28(27)41-5)29-15-16-33-31(35-29)34-24-9-11-25(12-10-24)37-19-17-36(3)18-20-37/h6-16,21H,17-20H2,1-5H3,(H,33,34,35)

InChI key

NBTNHSGBRGTFJS-UHFFFAOYSA-N

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

WH-4-023 (KIN112) is a potent and selective inihbitor of the tyrosine kinases Lck and Src with IC50 values of 2 nM for Lck and 6 nM for Src. WH-4-023 is a somewhat less potent inhibitor of salt-inducible kinases (SIKs) with IC50 values of 10, 22 and 60 nM for SIK 1, 2 and 3 respectively. WH-4-023 was found to support self-renewal of naive human embryonic stem cells, in particular in combination with PD 0325901 (PZ0162), CHIR99021 (SML1046), and SB-590885 (SML0501).
WH-4-023 belongs to the Src kinase family. It stimulates apoptosis in GC-resistant T-acute lymphoblastic leukemia (T-ALL) cells.

Other Notes

WH-4-023 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the WH-4-023 probe summary on the Chemical Probes Portal website.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

RIDADR

UN 2811 6.1 / PGIII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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Serafin, et al.
Blood, blood-b2017 (2017)
Glucocorticoid resistance is reverted by LCK inhibition in pediatric T-cell acute lymphoblastic leukemia
Serafin, et al.
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Targeting loss of the Hippo signaling pathway in NF2-deficient papillary kidney cancers
Sourbier, et al.
Oncotarget, 9(12), 10723-10723 (2018)
Cheong-Yong Yun et al.
Theranostics, 9(3), 646-660 (2019-02-28)
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Naive pluripotent stem cells are located within the epiblast of mature blastocysts. These primitive “ground-state” cells may be cultured in vitro using specialized media and small molecule inhibitors.
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