IC 261
Synonym(s):1,3-Dihydro-3-[(2,4,6-trimethoxyphenyl)methylene]-2H-indol-2-one;3-[(2,4,6-Trimethoxyphenyl)methylidenyl]-indolin-2-one, SU5607, Casein Kinase I Inhibitor VI;IC261 - CAS 186611-52-9 - Calbiochem;SU5607
- CAS NO.:186611-52-9
- Empirical Formula: C18H17NO4
- Molecular Weight: 311.335
- MDL number: MFCD00118156
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-19 23:02:33
What is IC 261?
What are the applications of Application
IC261 is a selective casein kinase 1δ and 1ε inhibitor
General Description
A cell-permeable, reversible, potent and selective inhibitor of Casein Kinase (CK1) that inhibits the CK1δ (IC50 = 0.7-1.3 μM) and CK1ε (IC50 = 0.6-1.4 μM) isozymes. Also inhibits CK1α1 at much higher concentrations (IC50 = 11-21 μM). The inhibition is competitive with respect to ATP. Has only a trivial effect on p34cdc2 and p55fyn (IC50s >100 μM). Blocks the phosphorylation of p53 by CK1δ and CK1ε, thereby modulating p53′s effect on the cell cycle. At low micromolar concentrations, IC261 inhibits cytokinesis causing a transient mitotic arrest.
Biological Activity
ic261 is a novel inhibitor of ck1.the p53-targeted kinases casein kinase 1delta (ck1delta) and casein kinase 1epsilon (ck1epsilon) have been reported to be involved in regulating dna repair and chromosomal segregation.
Biochem/physiol Actions
Cell permeable: yes
in vitro
previoius study found that ic261 could trigger the mitotic checkpoint control. at low micromolar concentrations, ic261 inhibited cytokinesis leading to a transient mitotic arrest. cells with active p53 arrested in the postmitotic g1 phase by blockage of entry into the s phase. cells containing non-functional p53 had postmitotic replication developing an 8n dna content. the increase of dna content was accompanied by a high amount of micronucleated and apoptotic cells. immunfluorescence images also showed that ic261 could result in centrosome amplification causing multipolar mitosis at low concentrations [1].
in vivo
animal study indicated that intrathecal injection of ic261 (0.1-1 nmol) could dose-dependently decrease mechanical allodynia and thermal hyperalgesia that were induced by carrageenan or cfa. in addition, bath-application of ic261 (1 μm) showed only marginal effects on spontaneous excitatory postsynaptic currents recorded in the substantia gelatinosa neurons of control mice. however, ic261 could decrease the frequency of sepscs in both inflammatory pain models [2].
storage
Store at -20°C
References
1]. behrend l, et al. ic261, a specific inhibitor of the protein kinases casein kinase 1-delta and -epsilon, triggers the mitotic checkpoint and induces p53-dependent postmitotic effects. oncogene. 2000 nov 9;19(47):5303-5313.
[2] kurihara t,et al. alleviation of behavioral hypersensitivity in mouse models of inflammatory pain with two structurally different casein kinase 1 (ck1) inhibitors. mol pain.2014 mar 10;10:17.
Properties of IC 261
Melting point: | 214 °C |
storage temp. | protect from light |
solubility | DMSO: 18 mg/mL soluble |
form | solid |
color | yellow |
Safety information for IC 261
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for IC 261
New Products
Tert-butyl bis(2-chloroethyl)carbamate 4-Methylphenylacetic acid N-Boc-D-alaninol N-BOC-D/L-ALANINOL 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin- 2(1H)-one Furan-2,5-Dicarboxylic Acid Tropic acid DIETHYL AMINOMALONATE HYDROCHLORIDE 1,1’-CARBONYLDIIMIDAZOLE R-2-BENZYLOXY PROPIONIC ACID 1,1’-CARBONYLDI (1,2-4 TRIAZOLE) N-METHYL INDAZOLE-3-CARBOXYLIC ACID (2-Hydroxyphenyl)acetonitrile 4-Bromopyrazole 5-BROMO-2CYANO PYRIDINE 5,6-Dimethoxyindanone 5-broMo-2-chloro-N-cyclopentylpyriMidin-4-aMine 2-(Cyanocyclohexyl)acetic acid 4-methoxy-3,5-dinitropyridine 2-aminopropyl benzoate hydrochloride 1-(4-(aminomethyl)benzyl)urea hydrochloride diethyl 2-(2-((tertbutoxycarbonyl)amino) ethyl)malonate tert-butyl 4- (ureidomethyl)benzylcarbamate Ethyl-2-chloro((4-methoxyphenyl)hydrazono)acetateRelated products of tetrahydrofuran
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