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

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
Molecular Weight:
398.41
MDL Number:
MFCD09037526
MOL File:
301836-43-1.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

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

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319
Precautionary statements  P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330
WGK Germany  3

4-(4-(2,3-DIHYDROBENZO[1,4]DIOXIN-6-YL)-5-PYRIDIN-2-YL-1H-IMIDAZOL-2-YL)BENZAMIDE price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D1944 D4476 ≥98% (HPLC), solid 301836-43-1 1mg $133.8 2024-03-01 Buy
Sigma-Aldrich 218696 Casein Kinase I Inhibitor, D4476 301836-43-1 1mg $216 2024-03-01 Buy
Cayman Chemical 13305 D 4476 ≥98% 301836-43-1 1mg $25 2024-03-01 Buy
Cayman Chemical 13305 D 4476 ≥98% 301836-43-1 5mg $107 2024-03-01 Buy
Sigma-Aldrich D1944 D4476 ≥98% (HPLC), solid 301836-43-1 5mg $528 2024-03-01 Buy
Product number Packaging Price Buy
D1944 1mg $133.8 Buy
218696 1mg $216 Buy
13305 1mg $25 Buy
13305 5mg $107 Buy
D1944 5mg $528 Buy

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

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