IM-12GSK-3β inhibitor, potent CAS# 1129669-05-1 |
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Quality Control & MSDS
3D structure
Package In Stock
Number of papers citing our products
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Cas No. | 1129669-05-1 | SDF | Download SDF |
PubChem ID | 25209788 | Appearance | Powder |
Formula | C22H20FN3O2 | M.Wt | 377.41 |
Type of Compound | N/A | Storage | Desiccate at -20°C |
Solubility | DMSO : ≥ 54.9 mg/mL (145.47 mM) *"≥" means soluble, but saturation unknown. | ||
Chemical Name | 3-[2-(4-fluorophenyl)ethylamino]-1-methyl-4-(2-methyl-1H-indol-3-yl)pyrrole-2,5-dione | ||
SMILES | CC1=C(C2=CC=CC=C2N1)C3=C(C(=O)N(C3=O)C)NCCC4=CC=C(C=C4)F | ||
Standard InChIKey | ZKJAZFUFPPSFCO-UHFFFAOYSA-N | ||
Standard InChI | InChI=1S/C22H20FN3O2/c1-13-18(16-5-3-4-6-17(16)25-13)19-20(22(28)26(2)21(19)27)24-12-11-14-7-9-15(23)10-8-14/h3-10,24-25H,11-12H2,1-2H3 | ||
General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. |
Description | IM-12 is an inhibitor of GSK-3β, with an IC50 of 53 nM, and also enhances Wnt signalling.In Vitro:IM-12 inhibits GSK-3β in ReNcell VM cells, with I50 of 3.8 μM. IM-12 (3 μM) enhances the β-catenin amount, with no further effect at lower or higher concentration. IM-12 (3 μM) also attenuates the proliferation of ReNCell VM cells. IM-12 increases TCF-activity of ReNcell VM[1]. References: |
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IM-12 Dilution Calculator
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IM-12 Molarity Calculator
1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
1 mM | 2.6496 mL | 13.2482 mL | 26.4964 mL | 52.9928 mL | 66.241 mL |
5 mM | 0.5299 mL | 2.6496 mL | 5.2993 mL | 10.5986 mL | 13.2482 mL |
10 mM | 0.265 mL | 1.3248 mL | 2.6496 mL | 5.2993 mL | 6.6241 mL |
50 mM | 0.053 mL | 0.265 mL | 0.5299 mL | 1.0599 mL | 1.3248 mL |
100 mM | 0.0265 mL | 0.1325 mL | 0.265 mL | 0.5299 mL | 0.6624 mL |
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. |
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IM-12 is a potent inhibitor of GSK-3β with IC50 value of 53 nM [1].
Glycogen synthase kinase-3β (GSK-3β) is a proline-directed serine-threonine kinase and is involved in neuronal cell development, energy metabolism and body pattern formation. Inhibition of GSK-3β can cause β-catenin accumulation.
IM-12 is a potent GSK-3β inhibitor. In ReNcell VM cells, IM-12 significantly increased total β-catenin by 27% and at a concentration of 3 µM increased the β-catenin amount most. In ReNcell VM cells, IM-12 (3 µM) inhibited GSK-3β to a remaining activity of 27 ± 5%. Also, IM-12 significantly increased the cell doubling time to 26.5 ± 0.9 h and significantly inhibited cell proliferation. In ST14A cells, IM-12 caused an accumulation of β-catenin around the nucleus. In ReNcell VM cells transfected with TOPFlash, IM-12 increased TCF-activity. In cells transfected with TOP and pCAGGS-S33Y (a vector containing β-catenin), IM-12 significantly increased TCF-activity by 270%. In ReNcell VM cells, IM-12 significantly increased the level of βIIItub+ cells to 3.7 ± 0.7%, which suggested that IM-12 increased neuronal differentiation [1].
Reference:
[1]. Schmöle AC, Brennführer A, Karapetyan G, et al. Novel indolylmaleimide acts as GSK-3beta inhibitor in human neural progenitor cells. Bioorg Med Chem, 2010, 18(18): 6785-6795.
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Novel indolylmaleimide acts as GSK-3beta inhibitor in human neural progenitor cells.[Pubmed:20708937]
Bioorg Med Chem. 2010 Sep 15;18(18):6785-95.
The Wnt pathway is involved in cellular processes linked to either proliferation or differentiation. Therefore small molecules offer an attractive opportunity to modulate this pathway, whereas the key enzyme GSK-3beta is of special interest. In this study, non-symmetrically substituted indolylmaleimides have been synthesized and their ability to function as GSK-3beta inhibitors has been investigated in a human neural progenitor cell line. Among the newly synthesized compounds, the substance IM-12 showed a significant activity in several biological tests which was comparable or even outplayed the effects of the known GSK-3beta inhibitor SB-216763. Furthermore the treatment of human neural progenitor cells with IM-12 resulted in an increase of neuronal cells. Therefore we conclude that indolylmaleimides act via the canonical Wnt signalling pathway by inhibition of the key enzyme GSK-3beta.