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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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$160.30
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$857.94

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1 MG
$160.30
5 MG
$857.94

About This Item

Empirical Formula (Hill Notation):
C23H18N4O3
CAS Number:
301836-43-1
Molecular Weight:
398.41
MDL number:
MFCD28391149
UNSPSC Code:
12352200
PubChem Substance ID:
329798715
NACRES:
NA.77

$160.30

List Price$229.00Save 30%
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Available to ship onApril 14, 2025Details

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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.[1][2][3]

Biochem/physiol Actions

D4476 is a potent, selective ATP-competitive inhibitor of CK1 (casein kinase 1).
D4476 may prevent or enhance apoptosis.[4] It triggers tumor suppressor p53 and impairs transcription factor E2F-1.[5]

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)

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Certificates of Analysis (COA)

Lot/Batch Number
0000176977
0000176976
0000173382
0000173382
0000176976

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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)
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
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