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.

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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

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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:

Isochroman Phthalan Dibenzothiophene 2-(1H-IMIDAZOL-4-YL)-PYRIDINE 4-(4-(2,3-DIHYDROBENZO[1,4]DIOXIN-6-YL)-5-PYRIDIN-2-YL-1H-IMIDAZOL-2-YL)BENZAMIDE 2-(3H-Imidazol-4-yl)-pyridine 4-(1H-IMIDAZOL-2-YL)-BENZYLAMINE 4-(1H-IMIDAZOL-2-YL)-BENZAMIDE 4-(4-METHOXYPHENYL)-2-PHENYL-1H-IMIDAZO&

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