Home Other Building Blocks Chir-99021

Chir-99021

CAS No.:
252917-06-9
Catalog Number:
AG00385A
Molecular Formula:
C22H18Cl2N8
Molecular Weight:
465.3379
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥95%
1 week
United States
$91
- +
5mg
≥95%
1 week
United States
$153
- +
10mg
99%
1 week
United States
$207
- +
25mg
≥95%
1 week
United States
$447
- +
50mg
99%
1 week
United States
$507
- +
100mg
99%
1 week
United States
$773
- +
Product Description
Catalog Number:
AG00385A
Chemical Name:
Chir-99021
CAS Number:
252917-06-9
Molecular Formula:
C22H18Cl2N8
Molecular Weight:
465.3379
MDL Number:
MFCD11846251
IUPAC Name:
6-[2-[[4-(2,4-dichlorophenyl)-5-(5-methyl-1H-imidazol-2-yl)pyrimidin-2-yl]amino]ethylamino]pyridine-3-carbonitrile
InChI:
InChI=1S/C22H18Cl2N8/c1-13-10-29-21(31-13)17-12-30-22(32-20(17)16-4-3-15(23)8-18(16)24)27-7-6-26-19-5-2-14(9-25)11-28-19/h2-5,8,10-12H,6-7H2,1H3,(H,26,28)(H,29,31)(H,27,30,32)
InChI Key:
AQGNHMOJWBZFQQ-UHFFFAOYSA-N
SMILES:
N#Cc1ccc(nc1)NCCNc1ncc(c(n1)c1ccc(cc1Cl)Cl)c1[nH]cc(n1)C
UNII:
234CMT4GK4
Properties
Complexity:
645  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
464.103g/mol
Formal Charge:
0
Heavy Atom Count:
32  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
465.342g/mol
Monoisotopic Mass:
464.103g/mol
Rotatable Bond Count:
7  
Topological Polar Surface Area:
115A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.3  
Literature
Title Journal
Role of c-Abl-GSK3β Signaling in MPP+-Induced Autophagy-Lysosomal Dysfunction. Toxicological sciences : an official journal of the Society of Toxicology 20180901
Total particulate matter from cigarette smoke disrupts vascular development in zebrafish brain (Danio rerio). Toxicology and applied pharmacology 20180115
Cytoplasmic aryl hydrocarbon receptor regulates glycogen synthase kinase 3 beta, accelerates vimentin degradation, and suppresses epithelial-mesenchymal transition in non-small cell lung cancer cells. Archives of toxicology 20170101
Crosstalk between AhR and wnt/β-catenin signal pathways in the cardiac developmental toxicity of PM2.5 in zebrafish embryos. Toxicology 20160429
Analysis of Glycogen Synthase Kinase Inhibitors That Regulate Cytochrome P450 Expression in Primary Human Hepatocytes by Activation of β-Catenin, Aryl Hydrocarbon Receptor and Pregnane X Receptor Signaling. Toxicological sciences : an official journal of the Society of Toxicology 20151101
Rictor Undergoes Glycogen Synthase Kinase 3 (GSK3)-dependent, FBXW7-mediated Ubiquitination and Proteasomal Degradation. The Journal of biological chemistry 20150529
Identification of potent Yes1 kinase inhibitors using a library screening approach. Bioorganic & medicinal chemistry letters 20130801
Roles of glycogen synthase kinase 3 in Alzheimer's disease. Current Alzheimer research 20120901
Insulin increases epiblast cell number of in vitro cultured mouse embryos via the PI3K/GSK3/p53 pathway. Stem cells and development 20120901
Modulation of neuronal pentraxin 1 expression in rat pancreatic β-cells submitted to chronic glucotoxic stress. Molecular & cellular proteomics : MCP 20120801
Combined small-molecule inhibition accelerates developmental timing and converts human pluripotent stem cells into nociceptors. Nature biotechnology 20120701
Selectively silencing GSK-3 isoforms reduces plaques and tangles in mouse models of Alzheimer's disease. The Journal of neuroscience : the official journal of the Society for Neuroscience 20120523
Inhibition of glycogen synthase kinase-3 activity triggers an apoptotic response in pancreatic cancer cells through JNK-dependent mechanisms. Carcinogenesis 20120301
Simple and efficient derivation of mouse embryonic stem cell lines using differentiation inhibitors or proliferation stimulators. Stem cells and development 20120210
Quinolone derivatives containing strained spirocycle as orally active glycogen synthase kinase 3β (GSK-3β) inhibitors for type 2 diabetics. Bioorganic & medicinal chemistry 20120201
Accelerated generation of human induced pluripotent stem cells with retroviral transduction and chemical inhibitors under physiological hypoxia. Biochemical and biophysical research communications 20120113
Establishment of ES cells from inbred strain mice by dual inhibition (2i). The Journal of reproduction and development 20120101
Pleiotropy of glycogen synthase kinase-3 inhibition by CHIR99021 promotes self-renewal of embryonic stem cells from refractory mouse strains. PloS one 20120101
New insights into the mechanisms of embryonic stem cell self-renewal under hypoxia: a multifactorial analysis approach. PloS one 20120101
Stepwise chemically induced cardiomyocyte specification of human embryonic stem cells. Angewandte Chemie (International ed. in English) 20111118
Glycogen synthase kinase-3β is required for the induction of skeletal muscle atrophy. American journal of physiology. Cell physiology 20111101
In vitro differentiation of rat embryonic stem cells into functional cardiomyocytes. Cell research 20110901
Coordinated waves of gene expression during neuronal differentiation of embryonic stem cells as basis for novel approaches to developmental neurotoxicity testing. Cell death and differentiation 20110301
Interactions of Wnt/beta-catenin signaling and sonic hedgehog regulate the neurogenesis of ventral midbrain dopamine neurons. The Journal of neuroscience : the official journal of the Society for Neuroscience 20100707
Identification and regulation of glycogen synthase kinase-3 during bovine embryo development. Reproduction (Cambridge, England) 20100701
Three inhibitors of FGF receptor, ERK, and GSK3 establishes germline-competent embryonic stem cells of C57BL/6N mouse strain with high efficiency and stability. Genesis (New York, N.Y. : 2000) 20100501
Generation of human-induced pluripotent stem cells in the absence of exogenous Sox2. Stem cells (Dayton, Ohio) 20091201
The ground state of embryonic stem cell self-renewal. Nature 20080522
9-cyano-1-azapaullone (cazpaullone), a glycogen synthase kinase-3 (GSK-3) inhibitor activating pancreatic beta cell protection and replication. Journal of medicinal chemistry 20080410
The selectivity of protein kinase inhibitors: a further update. The Biochemical journal 20071215
The Wnt signaling pathway as a target for the treatment of neurodegenerative disorders. IDrugs : the investigational drugs journal 20060101
Glycogen synthase kinase-3 regulates IGFBP-1 gene transcription through the thymine-rich insulin response element. BMC molecular biology 20040101
Selective glycogen synthase kinase 3 inhibitors potentiate insulin activation of glucose transport and utilization in vitro and in vivo. Diabetes 20030301
Potential role of glycogen synthase kinase-3 in skeletal muscle insulin resistance of type 2 diabetes. Diabetes 20000201
Increased glycogen synthase kinase-3 activity in diabetes- and obesity-prone C57BL/6J mice. Diabetes 19990801
Tau protein kinase I is essential for amyloid beta-protein-induced neurotoxicity. Proceedings of the National Academy of Sciences of the United States of America 19930815
Properties