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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

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About This Item

Empirical Formula (Hill Notation):
C23H18N4O3
CAS Number:
301836-43-1
Molecular Weight:
398.41
UNSPSC Code:
12352200
PubChem Substance ID:
329798715
NACRES:
NA.77

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.

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).

Features and Benefits

This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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’.

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Graham Rena et al.
EMBO reports, 5(1), 60-65 (2004-01-08)
The protein kinase CK1 phosphorylates serine residues that are located close to another phosphoserine in the consensus pSer-Xaa-Xaa-Ser. This specificity generates regions in its target proteins containing two or more neighbouring phosphoserine residues, termed here multisite phosphorylation domains (MPDs). In
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)
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)
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
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