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SML0084

Sigma-Aldrich

IM-12

≥98% (HPLC)

Synonym(s):

3-(4-Fluorophenylethylamino)-1-methyl-4-(2-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione

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About This Item

Empirical Formula (Hill Notation):
C22H20FN3O2
CAS Number:
1129669-05-1
Molecular Weight:
377.41
MDL number:
MFCD20527313
UNSPSC Code:
12352200
PubChem Substance ID:
329825145
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

yellow-orange

solubility

DMSO: ≥9 mg/mL

storage temp.

2-8°C

SMILES string

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

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Nature communications, 8(1), 672-672 (2017-09-25)
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Nature, 552(7684), 239-243 (2017-12-01)
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