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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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nature communications, 8(1), 672-672 (2017-09-25)
Polycomb repressive complex 2 and the epigenetic mark that it deposits, H3K27me3, are evolutionarily conserved and play critical roles in development and cancer. However, their roles in cell fate decisions in early embryonic development remain poorly understood. Here we report
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Frontiers in pharmacology, 10, 1528-1528 (2020-02-11)
Dihydrotestosterone (DHT) is the most potent androgen that regulates hair cycling. Hair cycling involves cross-talk between the androgen and Wnt/β-catenin pathways. However, how DHT regulates hair follicle (HF) growth through the Wnt/β-catenin pathway has not been well investigated. This study
Johannes Menzel-Severing et al.
Scientific reports, 8(1), 10268-10268 (2018-07-08)
Understanding transcription factor (TF) regulation of limbal epithelial stem/progenitor cells (LEPCs) may aid in using non-ocular cells to regenerate the corneal surface. This study aimed to identify and characterize TF genes expressed specifically in LEPCs isolated from human donor eyes
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Nature, 552(7684), 239-243 (2017-12-01)
The foundations of mammalian development lie in a cluster of embryonic epiblast stem cells. In response to extracellular matrix signalling, these cells undergo epithelialization and create an apical surface in contact with a cavity, a fundamental event for all subsequent

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