ChemicalBook > CAS DataBase List > 4-(4-(2,3-DIHYDROBENZO[1,4]DIOXIN-6-YL)-5-PYRIDIN-2-YL-1H-IMIDAZOL-2-YL)BENZAMIDE

4-(4-(2,3-DIHYDROBENZO[1,4]DIOXIN-6-YL)-5-PYRIDIN-2-YL-1H-IMIDAZOL-2-YL)BENZAMIDE

Product Name
4-(4-(2,3-DIHYDROBENZO[1,4]DIOXIN-6-YL)-5-PYRIDIN-2-YL-1H-IMIDAZOL-2-YL)BENZAMIDE
CAS No.
301836-43-1
Chemical Name
4-(4-(2,3-DIHYDROBENZO[1,4]DIOXIN-6-YL)-5-PYRIDIN-2-YL-1H-IMIDAZOL-2-YL)BENZAMIDE
Synonyms
D4476;D4467;CS-1031;D4476 (D-4476);D4476;D 4476;D-4476;Casein Kinase I Inhibitor;Casein Kinase I Inhibitor, D4476;CASEIN KINASE I INHIBITOR; D 4476; D-4476;Casein Kinase I Inhibitor, D4476 - CAS 301836-43-1 - Calbiochem;Casein Kinase,inhibit,Autophagy,D-4476,D4476,Inhibitor,Apoptosis
CBNumber
CB1811579
Molecular Formula
C23H18N4O3
Formula Weight
398.41
MOL File
301836-43-1.mol
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4-(4-(2,3-DIHYDROBENZO[1,4]DIOXIN-6-YL)-5-PYRIDIN-2-YL-1H-IMIDAZOL-2-YL)BENZAMIDE Property

Boiling point:
675.0±55.0 °C(Predicted)
Density 
1.338±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: ~20mg/mL
pka
10.16±0.10(Predicted)
form 
solid
color 
light yellow
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D1944
Product name
D4476
Purity
≥98% (HPLC), solid
Packaging
1mg
Price
$133.8
Updated
2024/03/01
Sigma-Aldrich
Product number
218696
Product name
Casein Kinase I Inhibitor, D4476
Packaging
1mg
Price
$216
Updated
2024/03/01
Cayman Chemical
Product number
13305
Product name
D 4476
Purity
≥98%
Packaging
1mg
Price
$25
Updated
2024/03/01
Cayman Chemical
Product number
13305
Product name
D 4476
Purity
≥98%
Packaging
5mg
Price
$107
Updated
2024/03/01
Sigma-Aldrich
Product number
D1944
Product name
D4476
Purity
≥98% (HPLC), solid
Packaging
5mg
Price
$528
Updated
2024/03/01
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4-(4-(2,3-DIHYDROBENZO[1,4]DIOXIN-6-YL)-5-PYRIDIN-2-YL-1H-IMIDAZOL-2-YL)BENZAMIDE Chemical Properties,Usage,Production

Description

D 4476 is a cell-permeant inhibitor of casein kinase 1 (CK1; IC50 = 200 nM from S. pombe, 300 nM for CK1δ). It is a less effective inhibitor of PKD1 (IC50 = 9.1 μM) and p38α MAPK (IC50 = 5.8 μM), and only weakly affects the activities of a panel of kinases tested. D 4476 blocks CK1-mediated phosphorylation of FOXO1a, RhoB, and p53. As an inhibitor of ALK5, D 4476 prevents Smad3 activation and suppresses TGF-β1-induced gene expression without cytotoxicity in A498 cells.

Uses

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

Uses

4-[4-(2,3-Dihydro-1,4-benzodioxin-6-yl)-5-(2-pyridinyl)-1H-imidazol-2-yl]-benzamide is a novel CK1 inhibitor that potently inhibits CK1 with an IC50 value of 78 nM.

Definition

ChEBI: 4-[4-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-(2-pyridinyl)-1H-imidazol-2-yl]benzamide is a member of imidazoles.

Biological Activity

Selective inhibitor of casein kinase 1 (CK1) and TGF- β type-I receptor (ALK5) that displays > 20-fold selectivity over SAPK2/p38 and a much greater selectivity over all other protein kinases tested. Suppresses site-specific phosphorylation and nuclear exclusion of FOXO1a.

Biochem/physiol Actions

D4476 may prevent or enhance apoptosis. It triggers tumor suppressor p53 and impairs transcription factor E2F-1.

storage

+4°C

References

1. g. rena, j. bain, m. elliott and p. cohen, embo rep 2004, 5, 60-65. 2. v. tillement, i. lajoie-mazenc, a. casanova, c. froment, m. penary, d. tovar, r. marquez, b. monsarrat, g. favre and a. pradines, exp cell res 2008, 314, 2811-2821. 3. a. s. huart, n. j. maclaine, d. w. meek and t. r. hupp, j biol chem 2009, 284, 32384-32394.

4-(4-(2,3-DIHYDROBENZO[1,4]DIOXIN-6-YL)-5-PYRIDIN-2-YL-1H-IMIDAZOL-2-YL)BENZAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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4-(4-(2,3-DIHYDROBENZO[1,4]DIOXIN-6-YL)-5-PYRIDIN-2-YL-1H-IMIDAZOL-2-YL)BENZAMIDE Suppliers

Toronto Research Chemicals
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Fax
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Email
info@trc-canada.com
Country
Canada
ProdList
6038
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301836-43-1, 4-(4-(2,3-DIHYDROBENZO[1,4]DIOXIN-6-YL)-5-PYRIDIN-2-YL-1H-IMIDAZOL-2-YL)BENZAMIDERelated Search:


  • 4-(4-(2,3-DIHYDROBENZO[1,4]DIOXIN-6-YL)-5-PYRIDIN-2-YL-1H-IMIDAZOL-2-YL)BENZAMIDE
  • D4476
  • 4-[4-(2,3-Dihydro-1,4-benzodioxin-6-yl)-5-(2-pyridinyl)-1H-imidazol-2-yl]benzamide
  • Casein Kinase I Inhibitor
  • 4-[4-(2,3-Dihydro-1,4-benzodioxin-6-yl)-5-(2-pyridinyl)-1H-imidazol-2-yl]benzamide D4476
  • Casein Kinase I Inhibitor, D4476
  • D4476;D 4476;D-4476
  • Benzamide,4-[4-(2,3-dihydro-1,4-benzodioxin-6-yl)-5-(2-pyridinyl)-1H-imidazol-2-yl]-
  • 4-(4-(2,3-DIHYDROBENZO[B][1,4]DIOXIN-6-YL)-5-(PYRIDIN-2-YL)-1H-IMIDAZOL-2-YL)BENZAMIDE
  • D4467
  • Casein Kinase I Inhibitor, D4476 - CAS 301836-43-1 - Calbiochem
  • CS-1031
  • D4476 (D-4476)
  • CASEIN KINASE I INHIBITOR; D 4476; D-4476
  • Casein Kinase,inhibit,Autophagy,D-4476,D4476,Inhibitor,Apoptosis
  • 301836-43-1
  • Inhibitors
  • Signalling