3-{[2-(4-fluorophenyl)ethyl]amino}-1-methyl-4-(2-methyl-1H-indol-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione

• ChemBase编号: 155055
• 分子式: C22H20FN3O2
• 平均质量: 377.4115032
• 单一同位素质量: 377.15395512
• SMILES: Cc1c(c2ccccc2[nH]1)C1=C(C(=O)N(C1=O)C)NCCc1ccc(cc1)F
• Canonical SMILES: Fc1ccc(cc1)CCNC1=C(C(=O)N(C1=O)C)c1c(C)[nH]c2c1cccc2
• 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
• InChIKey: ZKJAZFUFPPSFCO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-{[2-(4-fluorophenyl)ethyl]amino}-1-methyl-4-(2-methyl-1H-indol-3-yl)-2,5-dihydro-1H-pyrrole-2,5-dione
• IUPAC传统名: 3-{[2-(4-fluorophenyl)ethyl]amino}-1-methyl-4-(2-methyl-1H-indol-3-yl)pyrrole-2,5-dione
• 别名: 3-(4-Fluorophenylethylamino)-1-methyl-4-(2-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione; IM-12

登记号

• CAS号: 1129669-05-1
• MDL号: MFCD20527313
• PubChem SID: 162249193
• PubChem CID: 25209788

理论计算性质

• Acid pKa: 14.68175
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 2.986755
• LogD (pH = 7.4): 2.9867623
• Log P: 2.9867623
• 摩尔折射率: 106.9199 cm^3
• 极化性: 40.86248 Å^3
• 极化表面积: 65.2 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: ≥9 mg/mL
• 外观: yellow-orange powder

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C22H20FN3O2

详细说明

Sigma Aldrich - SML0084

Biochem/physiol Actions
IM-12 is a cell-permeable indolylmaleimide that acts as a Glycogen synthase kinase 3β (GSK-3β) inhibitor, activating downstream components of canonical Wnt signaling. IM-12 significantly increased β-catenin levels. When used to treat human neural progenitor cells, IM-12 promoted neuronal differentiation resulting in an increase of neuronal cells. It has an IC50 of 53 nM in an in vitro binding assay, compared with 92 nM for SB-216763 in the same assay condition.