CAS Number1129669-05-1
SynonymsIM-12; 3-{[2-(4-Fluorophenyl)ethyl]amino}-1-methyl-4-(2-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione; 3-(4-Fluorophenylethylamino)-1-methyl-4-(2-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione; 3-(2-(4-fluorophenyl)ethylamino)-1-methyl-4-(2-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione
Molecular FormulaC22H20FN3O2
Molecular Weight377.41
Purity≥98 (HPLC)%
Density1.3±0.1 g/cm3
Boiling Point600.2±55.0 °C at 760 mmHg
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 1129669-05-1 |
| Catalog No. | 2A-1198791 |
| Chinese Name | 3-[[2-(4-氟苯基)乙基]氨基]-1-甲基-4-(2-甲基-1H-吲哚-3-基)-1H-吡咯-2,5-二酮 |
| Synonyms | IM-12; 3-{[2-(4-Fluorophenyl)ethyl]amino}-1-methyl-4-(2-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione; 3-(4-Fluorophenylethylamino)-1-methyl-4-(2-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione; 3-(2-(4-fluorophenyl)ethylamino)-1-methyl-4-(2-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione |
| Molecular Formula | C22H20FN3O2 |
| Molecular Weight | 377.41 |
| Purity | ≥98 (HPLC) |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 600.2±55.0 °C at 760 mmHg |
| Appearance | powder |
| Water Solubility | DMSO: ≥9mg/mL |
| Storage Condition | 2-8°C |
| Application | IM-12 is an inhibitor of GSK-3β with an IC50 value of 53 nM and enhances Wnt signaling. |
| PubChem ID | 329825145 |
| MDL Number | MFCD20527313 |
| SMILES | CN1C(=O)C(NCCc2ccc(F)cc2)=C(C1=O)c3c(C)[nH]c4ccccc34 |
| 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 |
| InChI Key | ZKJAZFUFPPSFCO-UHFFFAOYSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | transportation |
| MSDS | msds/200733_1_1129669_05_1.pdf |
| Bioactivity | IM-12 is an inhibitor of GSK-3β, with an IC50 of 53 nM, and also enhances Wnt signalling. Related Catalog Signaling Pathways >> PI3K/Akt/mTOR >> GSK-3 Signaling Pathways >> Stem Cell/Wnt >> GSK-3 Research Areas >> Cancer Target GSK-3β:53 nM (IC50) 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]. Kinase Assay Cells are lysed in RIPA buffer, supplemented with protease and phosphatase inhibitors and centrifuged for 5 min at 15,000 rpm. Immunoprecipitation of GSK-3β is performed with a specific mouse monoclonal anti GSK-3β [G8] antibody with 5 μg/sample for 2 h at 4°C. The bound protein is precipitated with Protein A/G-Plus agarose-beads (10 μL beads per sample). GSK-3β kinase activity is measured in a reaction mixture containing final concentrations of: 4 mM MOPS pH 7.2; 0.4 mM EDTA; 1 mM EGTA; 2.5 mM β-glycerophosphate; 4 mM MgCl2; 40 μM BSA; 0.05 mM DTT. 10 μg/sample pGS-2 peptide substrate is used[1]. Cell Assay To measure viable cells, 50-100 μL of cell suspension is analyzed using CASY technology with the appropriate program. ReNcell VM cells are seeded at a defined cell number and proliferated for 24 h. Then the medium is changed to proliferation medium with added substances at indicated concentrations. The cell number is determined every 24 h. Cells are exposed to the added drugs during the whole experiment, whereas the media is changed every 24 h[1]. References [1]. Schmole AC, et al. Novel indolylmaleimide acts as GSK-3beta inhibitor in human neural progenitor cells. Bioorg Med Chem. 2010 Sep 15;18(18):6785-95. Chemical & Physical Properties Density 1.3±0.1 g/cm3 Boiling Point 600.2±55.0 °C at 760 mmHg Molecular Formula C22H20FN3O2 Molecular Weight 377.411 Flash Point 316.8±31.5 °C Exact Mass 377.153961 PSA 65.20000 LogP 4.02 Appearance of Characters yellow-orange Vapour Pressure 0.0±1.7 mmHg at 25°C Index of Refraction 1.675 InChIKey ZKJAZFUFPPSFCO-UHFFFAOYSA-N SMILES Cc1[nH]c2ccccc2c1C1=C(NCCc2ccc(F)cc2)C(=O)N(C)C1=O Storage condition 2-8°C Water Solubility DMSO: ≥9mg/mL |
| Use of | IM-12 is an inhibitor of GSK-3β, with an IC50 of 53 nM, and also enhances Wnt signalling. Properties Name 3-[2-(4-fluorophenyl)ethylamino]-1-methyl-4-(2-methyl-1H-indol-3-yl)pyrrole-2,5-dione Synonym More Synonyms IM-12 Biological Activity Description IM-12 is an inhibitor of GSK-3β, with an IC50 of 53 nM, and also enhances Wnt signalling. Related Catalog Signaling Pathways >> PI3K/Akt/mTOR >> GSK-3 Signaling Pathways >> Stem Cell/Wnt >> GSK-3 Research Areas >> Cancer GSK-3β:53 nM (IC50) 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]. Cell Assay To measure viable cells, 50-100 μL of cell suspension is analyzed using CASY technology with the appropriate program. ReNcell VM cells are seeded at a defined cell number and proliferated for 24 h. Then the medium is changed to proliferation medium with added substances at indicated concentrations. The cell number is determined every 24 h. Cells are exposed to the added drugs during the whole experiment, whereas the media is changed every 24 h[1]. References [1]. Schmole AC, et al. Novel indolylmaleimide acts as GSK-3beta inhibitor in human neural progenitor cells. Bioorg Med Chem. 2010 Sep 15;18(18):6785-95. Chemical & Physical Properties Molecular Formula C22H20FN3O2 Exact Mass 377.153961 PSA 65.20000 Appearance of Characters yellow-orange Index of Refraction 1.675 InChIKey ZKJAZFUFPPSFCO-UHFFFAOYSA-N |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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