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186611-52-9,MFCD00118156
Catalog No.:AA00ABLA

186611-52-9 | IC261

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1mg
98%
in stock  
$17.00   $12.00
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5mg
98%
in stock  
$23.00   $16.00
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10mg
98%
in stock  
$31.00   $22.00
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25mg
98%
in stock  
$39.00   $28.00
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50mg
98%
in stock  
$51.00   $36.00
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00ABLA
Chemical Name:
IC261
CAS Number:
186611-52-9
Molecular Formula:
C18H17NO4
Molecular Weight:
311.3319
MDL Number:
MFCD00118156
SMILES:
COc1cc(OC)cc(c1/C=C\1/C(=O)Nc2c1cccc2)OC
Properties
Computed Properties
 
Complexity:
450  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
4  
XLogP3:
2.8  

Upstream Synthesis Route

[1]BioorganicandMedicinalChemistryLetters,2010,vol.20,#9,p.2958-2963

Literature

Title: Alleviation of behavioral hypersensitivity in mouse models of inflammatory pain with two structurally different casein kinase 1 (CK1) inhibitors.

Journal: Molecular pain 20140101

Title: Aryl hydrocarbon receptor-mediated disruption of contact inhibition is associated with connexin43 downregulation and inhibition of gap junctional intercellular communication.

Journal: Archives of toxicology 20130301

Title: IC261 induces cell cycle arrest and apoptosis of human cancer cells via CK1δ/ɛ and Wnt/β-catenin independent inhibition of mitotic spindle formation.

Journal: Oncogene 20110602

Title: Kinase inhibitors modulate huntingtin cell localization and toxicity.

Journal: Nature chemical biology 20110529

Title: Inhibition of gamma-secretase by the CK1 inhibitor IC261 does not depend on CK1delta.

Journal: Bioorganic & medicinal chemistry letters 20100501

Title: CK1epsilon is required for breast cancers dependent on beta-catenin activity.

Journal: PloS one 20100101

Title: Anti-apoptotic and growth-stimulatory functions of CK1 delta and epsilon in ductal adenocarcinoma of the pancreas are inhibited by IC261 in vitro and in vivo.

Journal: Gut 20080601

Title: Phosphorylation of nm23-H1 by CKI induces its complex formation with h-prune and promotes cell motility.

Journal: Oncogene 20080320

Title: Inhibition of casein kinase 1-epsilon induces cancer-cell-selective, PERIOD2-dependent growth arrest.

Journal: Genome biology 20080101

Title: Casein kinase 1 is a novel negative regulator of E-cadherin-based cell-cell contacts.

Journal: Molecular and cellular biology 20070501

Title: Posttranslational regulation of Neurospora circadian clock by CK1a-dependent phosphorylation.

Journal: Cold Spring Harbor symposia on quantitative biology 20070101

Title: Mono-(2-ethylhexyl) phthalate rapidly increases celsr2 protein phosphorylation in HeLa cells via protein kinase C and casein kinase 1.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20060501

Title: Inhibition of casein kinase I delta alters mitotic spindle formation and induces apoptosis in trophoblast cells.

Journal: Oncogene 20051201

Title: Protein kinase CK1alpha regulates mRNA binding by heterogeneous nuclear ribonucleoprotein C in response to physiologic levels of hydrogen peroxide.

Journal: The Journal of biological chemistry 20050415

Title: Circadian regulation of GABAA receptor function by CKI epsilon-CKI delta in the rat suprachiasmatic nuclei.

Journal: Nature neuroscience 20040501

Title: Casein kinase 1 delta phosphorylates tau and disrupts its binding to microtubules.

Journal: The Journal of biological chemistry 20040416

Title: Casein kinase 1 regulates connexin-43 gap junction assembly.

Journal: The Journal of biological chemistry 20021122

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry 20020419

Title: Crystal structure of a conformation-selective casein kinase-1 inhibitor.

Journal: The Journal of biological chemistry 20000630

Title: Mashhoon N, et al. Crystal structure of a conformation-selective casein kinase-1 inhibitor. J Biol Chem. 2000 Jun 30;275(26):20052-60.

Title: Stöter M, et al. Inhibition of casein kinase I delta alters mitotic spindle formation and induces apoptosis in trophoblast cells. Oncogene. 2005 Dec 1;24(54):7964-75.

Title: Brockschmidt C, et al. Anti-apoptotic and growth-stimulatory functions of CK1 delta and epsilon in ductal adenocarcinoma of the pancreas are inhibited by IC261 in vitro and in vivo. Gut. 2008 Jun;57(6):799-806.

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SDS
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