CHIR 99021

Pricing Availability Delivery Time Qty
Cat.No. 4423 - CHIR 99021 | C22H18Cl2N8 | CAS No. 252917-06-9
Description: Highly selective GSK-3 inhibitor
Chemical Name: 6-[[2-[[4-(2,4-Dichlorophenyl)-5-(5-methyl-1H-imidazol-2-yl)-2-pyrimidinyl]amino]ethyl]amino]-3-pyridinecarbonitrile
Purity: ≥98% (HPLC)
Datasheet
Citations (35)
Literature

Biological Activity

Potent and highly selective inhibitor of glycogen synthase kinase 3 (GSK-3) (IC50 values are 6.7 and 10 nM for GSK-3β and GSK-3α respectively). Exhibits >500-fold selectivity for GSK-3 over closely related kinases; also displays >800-fold selectivity against 45 additional enzymes and receptors. In combination with tranylcypromine (Cat. No. 3852), enables reprogramming of mouse embryonic fibroblasts, transduced by Oct4 and Klf4 only, into iPSCs. Enhances mouse and human ESC self-renewal when used in combination with PD 0325901 (Cat. No. 4192). Allows formation of extended pluripotent stem (EPS) cells in combination with (S)-(+)-Dimethindene maleate (Cat.No. 1425), minocycline hydrochloride (Cat.No. 3268) and human leukemia inhibitory factor.

Compound Libraries

CHIR 99021 is also offered as part of the Tocriscreen Plus and Tocriscreen Stem Cell Toolbox. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 465.34
Formula C22H18Cl2N8
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 252917-06-9
PubChem ID 9956119
InChI Key AQGNHMOJWBZFQQ-UHFFFAOYSA-N
Smiles ClC(C=C3Cl)=CC=C3C1=NC(NCCNC4=CC=C(C#N)C=N4)=NC=C1C2=NC(C)=CN2

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 9.31 20

Preparing Stock Solutions

The following data is based on the product molecular weight 465.34. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.15 mL 10.74 mL 21.49 mL
5 mM 0.43 mL 2.15 mL 4.3 mL
10 mM 0.21 mL 1.07 mL 2.15 mL
50 mM 0.04 mL 0.21 mL 0.43 mL

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

Product Datasheets

Certificate of Analysis / Product Datasheet
Select another batch:
Safety Datasheet

References

References are publications that support the products' biological activity.

Pan et al (2011) AKT kinase activity is required for lithium to modulate mood-related behaviors in mice. Neuropsychopharmacology 36 1397 PMID: 21389981

Ring et al (2003) Selective glycogen synthase kinase 3 inhibitors potentiate insulin activation of glucose transport and utilization in vitro and in vivo. Diabetes 52 588 PMID: 12606497

Li et al (2009) Generation of human-induced pluripotent stem cells in the absence of exogenous Sox2. Stem Cells 27 2992 PMID: 19839055

Ye et al (2012) Pleiotropy of glycogen synthase kinase-3 inhibition by CHIR99021 promotes self-renewal of embyronic stem cells from refractory mouse strains. PLoS One 7 e35892 PMID: 22540008

Yang et al (2017) Derivation of pluripotent stem cells with in vivo embryonic and extraembryonic potency. Cell. 169 243 PMID: 28388409


If you know of a relevant reference for CHIR 99021, please let us know.

View Related Products by Product Action

View all Glycogen Synthase Kinase 3 Inhibitors

Keywords: CHIR 99021, supplier, CHIR99021, glycogen, synthase, kinase, 3, gsk-3, gsk-3a, gsk-3alpha, gsk-3α, gsk-3b, gsk-3beta, gsk-3β, inhibitors, inhibits, highly, selective, potent, organoids, Glycogen, Synthase, Kinase, 3, Glycogen, Synthase, Kinase, Reprogramming, Glycogen, Synthase, Kinase, 3, Tocris Bioscience

35 Citations for CHIR 99021

Citations are publications that use Tocris products. Selected citations for CHIR 99021 include:

Yang (2017) Mutual reinforcement between telomere capping and canonical Wnt signalling in the intestinalstem cell niche. Nat Commun 8 14766 PMID: 28303901

Yang et al (2017) Derivation of pluripotent stem cells with in vivo embryonic and extraembryonic potency. Cell. 169 243 PMID: 28388409

Xi (2017) In Vivo Human Somitogenesis Guides Somite Development from hPSCs. Cell Rep 18 1573 PMID: 28178531

Kotton et al (2017) Differentiation of human pluripotent stem cells into functional lung alveolar epithelial cells. Cell Stem Cell. 21 472 PMID: 28965766

Lu et al (2016) Generation of serotonin neurons from human pluripotent stem cells. Nat Biotechnol 34 89 PMID: 26655496

Zhang et al (2016) Pharmacological reprogramming of fibroblasts into neural stem cells by signaling-directed transcriptional activation. Cell Stem Cell 18 653 PMID: 27133794

Mou et al (2016) Dual SMAD Signaling Inhibition Enables Long-Term Expansion of Diverse Epithelial Basal Cells Cell: Stem Cell 19 217 PMID: 27320041

Foulke-Abel et al (2016) Human Enteroids as a Model of Upper Small Intestinal Ion Transport Physiology and Pathophysiology. Nat Commun 150 638 PMID: 26677983

Long et al (2016) Integrin signalling regulates the expansion of neuroepithelial progenitors and neurogenesis via Wnt7a and Decorin. Nat Biotechnol 7 10354 PMID: 26838601

Huang et al (2016) Generating trunk neural crest from human pluripotent stem cells. PLoS One 6 19727 PMID: 26812940

Chal et al (2016) Generation of human muscle fibers and satellite-like cells from human pluripotent stem cells in vitro. Nat.Protoc. 11 1833 PMID: 27583644

Woo et al (2016) Enhancing a Wnt-Telomere Feedback Loop Restores Intestinal Stem Cell Function in a Human Organotypic Model of Dyskeratosis Congenita Cell Stem Cell 19 397 PMID: 27545506

Takasato et al (2016) Generation of kidney organoids from human pluripotent stem cells. Nature Protocols 11 1681 PMID: 27560173

Watmuff et al (2015) Human pluripotent stem cell derived midbrain PITX3(eGFP/w) neurons: a versatile tool for pharmacological screening and neurodegenerative modeling. Front Cell Neurosci 9 104 PMID: 25873861

Zhang et al (2015) GSK3β-Dzip1-Rab8 cascade regulates ciliogenesis after mitosis. PLoS Biol 13 e1002129 PMID: 25860027

Francipane and Lagasse (2015) The lymph node as a new site for kidney organogenesis. Stem Cells Transl Med 4 295 PMID: 25646529

Kearns et al (2015) Functional annotation of native enhancers with a Cas9-histone demethylase fusion. Nat Methods 12 401 PMID: 25775043

Jain et al (2015) Plasticity of Hopx(+) type I alveolar cells to regenerate type II cells in the lung. Nat Commun 6 6727 PMID: 25865356

Huebsch et al (2015) Automated Video-Based Analysis of Contractility and Calcium Flux in Human-Induced Pluripotent Stem Cell-Derived Cardiomyocytes Cultured over Different Spatial Scales. Tissue Eng Part C Methods 21 467 PMID: 25333967

Solari et al (2015) Manganese Superoxide Dismutase Gene Expression Is Induced by Nanog and Oct4, Essential Pluripotent Stem Cells' Transcription Factors. Mol Syst Biol 10 e0144336 PMID: 26642061

Morizane et al (2015) Nephron organoids derived from human pluripotent stem cells model kidney development and injury. Stem Cell Reports 33 1193 PMID: 26458176

Nostro et al (2015) Efficient generation of NKX6-1+ pancreatic progenitors from multiple human pluripotent stem cell lines. Eur J Immunol 4 591 PMID: 25843049

Hill et al (2015) Glycogen synthase kinase-3 controls IL-10 expression in CD4(+) effector T-cell subsets through epigenetic modification of the IL-10 promoter. Mol Neurobiol 45 1103 PMID: 25627813

Ooi et al (2015) Inhibition of Excessive Monoamine Oxidase A/B Activity Protects Against Stress-induced Neuronal Death in Huntington Disease. Nat Chem Biol 52 1850 PMID: 25398695

Thorne et al (2015) GSK-3 modulates cellular responses to a broad spectrum of kinase inhibitors. Mol Biol Cell 11 58 PMID: 25402767

Barbosa et al (2015) Phosphorylation and SCF-mediated degradation regulate CREB-H transcription of metabolic targets. Stem Cell Reports 26 2939 PMID: 26108621

Mutze et al (2015) Enolase 1 (ENO1) and protein disulfide-isomerase associated 3 (PDIA3) regulate Wnt/β-catenin-driven trans-differentiation of murine alveolar epithelial cells. Cell Rep 8 877 PMID: 26035385

Srikanth et al (2015) Genomic DISC1 Disruption in hiPSCs Alters Wnt Signaling and Neural Cell Fate. Sci Rep 12 1414 PMID: 26299970

Du et al (2015) Generation and expansion of highly pure motor neuron progenitors from human pluripotent stem cells. Nat.Commun. 6 6626 PMID: 25806427

Sladitschek and Neveu (2015) The bimodally expressed microRNA miR-142 gates exit from pluripotency. J Biol Chem 11 850 PMID: 26690966

Muthusamy et al (2014) A method to identify and isolate pluripotent human stem cells and mouse epiblast stem cells using lipid body-associated retinyl ester fluorescence. Stem Cell Reports 3 169 PMID: 25068130

Zhu et al (2014) Mouse liver repopulation with hepatocytes generated from human fibroblasts. Nature 508 93 PMID: 24572354

Shelton et al (2014) Derivation and expansion of PAX7-positive muscle progenitors from human and mouse embryonic stem cells. Dis Model Mech 3 516 PMID: 25241748

Wu et al (2014) A novel suppressive effect of alcohol dehydrogenase 5 in neuronal differentiation. Stem Cell Res 289 20193 PMID: 24895131

Skelton et al (2014) SIRPA, VCAM1 and CD34 identify discrete lineages during early human cardiovascular development. J Cachexia Sarcopenia Muscle 13 172 PMID: 24968096


Do you know of a great paper that uses CHIR 99021 from Tocris? If so please let us know.

Commented out for usability testing

Reviews

TODO: Add Reviews

Literature in this Area

Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis
Kinases

Kinases Product Listing

A collection of over 400 products for kinase research, the listing includes inhibitors of:

  • Receptor Tyrosine Kinases
  • Protein Kinases A, C, D and G
  • PI-3 Kinase, Akt and mTOR
  • MAPK Signaling
  • Receptor Serine/Threonine Kinases
Neurodegeneration

Neurodegeneration Product Guide

A collection of over 275 products for neurodegeneration research, the guide includes research tools for the study of:

  • Alzheimer's disease
  • Parkinson's disease
  • Huntington's disease
Alzheimer's

Alzheimer's Poster

Alzheimer's disease (AD) is a degenerative brain disease and the most common cause of dementia, affecting approximately 47 million people worldwide. Updated in 2015, this poster summarizes the structural and functional changes observed in the progression of this neurodegenerative disease, as well as classic AD drug targets.

Schizophrenia

Schizophrenia Poster

Schizophrenia is a debilitating psychiatric disorder that affects 1% of the worldwide population. This poster describes the neurobiology of Schizophrenia, as well as highlighting the genetic and environmental factors that play a fundamental role in the etiology of the disease. The current and emerging drug targets are also discussed.

Pathways for CHIR 99021

Protocols

TODO: Add Protocols