D1944

Sigma-Aldrich

D4476

≥98% (HPLC), solid

Synonym(s):
4-(4-(2,3-Dihydrobenzo[1,4]dioxin-6-yl)-5-pyridin-2-yl-1H-imidazol-2-yl)benzamide
Empirical Formula (Hill Notation):
C23H18N4O3
CAS Number:
Molecular Weight:
398.41
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

solid

color

light yellow

solubility

DMSO: ~20 mg/mL
H2O: insoluble

originator

GlaxoSmithKline

storage temp.

2-8°C

SMILES string

NC(=O)c1ccc(cc1)-c2nc(-c3ccccn3)c([nH]2)-c4ccc5OCCOc5c4

InChI

1S/C23H18N4O3/c24-22(28)14-4-6-15(7-5-14)23-26-20(21(27-23)17-3-1-2-10-25-17)16-8-9-18-19(13-16)30-12-11-29-18/h1-10,13H,11-12H2,(H2,24,28)(H,26,27)

InChI key

DPDZHVCKYBCJHW-UHFFFAOYSA-N

Application

D4476 has been used as a casein kinase I inhibitor (CKI) in various experiments.

Packaging

1, 5 mg in glass bottle

Biochem/physiol Actions

D4476 may prevent or enhance apoptosis. It triggers tumor suppressor p53 and impairs transcription factor E2F-1.
D4476 is a potent, selective ATP-competitive inhibitor of CK1 (casein kinase 1).

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Serine 235 is the primary NS5A hyperphosphorylation site responsible for hepatitis C virus replication
Hsu SC, et al.
Journal of Virology, 91(14), e00194-e00117 (2017)
Yuliya V Katlinskaya et al.
Molecular and cellular biology, 36(7), 1124-1135 (2016-01-27)
Wnt pathway-driven proliferation and renewal of the intestinal epithelium must be tightly controlled to prevent development of cancer and barrier dysfunction. Although type I interferons (IFN) produced in the gut under the influence of microbiota are known for their antiproliferative...
CK1alpha suppresses lung tumour growth by stabilizing PTEN and inducing autophagy
Cai J, et al.
Nature Cell Biology, 20(4), 465-465 (2018)
Phosphorylation of serine 235 of the hepatitis C virus non-structural protein NS5A by multiple kinases
Lee KY, et al.
PLoS ONE, 11(11), e0166763-e0166763 (2016)
CK1alpha plays a central role in mediating MDM2 control of p53 and E2F-1 protein stability
Huart AS, et al.
The Journal of biological chemistry, 284(47), 32384-32394 (2009)

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