ChemicalBook >> CAS DataBase List >>2,6-PYRIDINEDIAMINE, N6-[2-[[4-(2,4-DICHLOROPHENYL)-5-(1H-IMIDAZOL-1-YL)-2-PYRIMIDINYL]AMINO]ETHYL]-3-NITRO-

2,6-PYRIDINEDIAMINE, N6-[2-[[4-(2,4-DICHLOROPHENYL)-5-(1H-IMIDAZOL-1-YL)-2-PYRIMIDINYL]AMINO]ETHYL]-3-NITRO-

CAS No.
252935-94-7
Chemical Name:
2,6-PYRIDINEDIAMINE, N6-[2-[[4-(2,4-DICHLOROPHENYL)-5-(1H-IMIDAZOL-1-YL)-2-PYRIMIDINYL]AMINO]ETHYL]-3-NITRO-
Synonyms
CS-1797;CHIR98014(CT98014);CT 98014 - CHIR 98014;CHIR-98014 (CHIR98014;CHIR 98014 >=98% (HPLC);CHIR-98014;CHIR 98014;CT98014;CHIR 98014;CHIR98014;CHIR-98014;GSK-3 Inhibitor XXIX CHIR98014 CHIR-98014;2,6-PYRIDINEDIAMINE, N6-[2-[[4-(2,4-DICHLOROPHENYL)-5-(1H-IMIDAZOL-1-YL)-2-PYRIMIDINYL]AMINO]ETHYL]-;6-N-[2-[[4-(2,4-dichlorophenyl)-5-imidazol-1-ylpyrimidin-2-yl]amino]ethyl]-3-nitropyridine-2,6-diamine
CBNumber:
CB32454080
Molecular Formula:
C20H17Cl2N9O2
Molecular Weight:
486.31
MDL Number:
MFCD10565922
MOL File:
252935-94-7.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

2,6-PYRIDINEDIAMINE, N6-[2-[[4-(2,4-DICHLOROPHENYL)-5-(1H-IMIDAZOL-1-YL)-2-PYRIMIDINYL]AMINO]ETHYL]-3-NITRO- Properties

Density 1.62
storage temp. -20°C
solubility insoluble in H2O; insoluble in EtOH; ≥8.1 mg/mL in DMSO with gentle warming
form powder
color white to brown

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301-H310+H330
Precautionary statements  P260-P262-P264-P270-P271-P280-P284-P301+P310-P330-P302+P352-P304+P340-P320-P361+P364-P403+P233-P405-P501
WGK Germany  3
NFPA 704
0
4 0

2,6-PYRIDINEDIAMINE, N6-[2-[[4-(2,4-DICHLOROPHENYL)-5-(1H-IMIDAZOL-1-YL)-2-PYRIMIDINYL]AMINO]ETHYL]-3-NITRO- price More Price(27)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML1094 CHIR 98014 ≥98% (HPLC) 252935-94-7 5MG $216 2024-03-01 Buy
Sigma-Aldrich SML1094 CHIR 98014 ≥98% (HPLC) 252935-94-7 25MG $817 2024-03-01 Buy
Sigma-Aldrich 5.31167 GSK-3 Inhibitor XXIX, CHIR98014 - CAS 252935-94-7 - Calbiochem A cell-permeable, highly potent, ATP-competitive, reversible inhibitor of both GSK-3α and β (IC?? = 650 and 580 pM, respectively). 252935-94-7 5MG $201 2024-03-01 Buy
Cayman Chemical 15578 CHIR98014 ≥95% 252935-94-7 1mg $81 2024-03-01 Buy
Cayman Chemical 15578 CHIR98014 ≥95% 252935-94-7 5mg $179 2024-03-01 Buy
Product number Packaging Price Buy
SML1094 5MG $216 Buy
SML1094 25MG $817 Buy
5.31167 5MG $201 Buy
15578 1mg $81 Buy
15578 5mg $179 Buy

2,6-PYRIDINEDIAMINE, N6-[2-[[4-(2,4-DICHLOROPHENYL)-5-(1H-IMIDAZOL-1-YL)-2-PYRIMIDINYL]AMINO]ETHYL]-3-NITRO- Chemical Properties,Uses,Production

Uses

CHIR 98014 has been used for the generation of small molecules neural progenitor cells and differentiation towards motor neurons. It has also been used as a Wnt/β-catenin pharmacological agonist in the cell-conditioned medium to perform chromatin immunoprecipitation (ChIP) studies in HT22 neurons.

Definition

ChEBI: CHIR-98014 is a member of the class of aminopyrimidines that is pyrimidine substituted by {2-[(6-amino-5-nitropyridin-2-yl)amino]ethyl}amino, 2,4-dichlorophenyl, and 1H-imidazol-1-yl groups at positions 2, 4 and 5, respectively. It is a potent ATP-competitive inhibitor of GSK3alpha and GSK3beta (IC50 values of 0.65 and 0.58 nM, respectively). It has a role as an EC 2.7.11.26 (tau-protein kinase) inhibitor, an apoptosis inducer, an antineoplastic agent, a hypoglycemic agent, a Wnt signalling activator and a tau aggregation inhibitor. It is a secondary amino compound, a dichlorobenzene, a member of imidazoles, a diaminopyridine, an aminopyrimidine and a C-nitro compound.

Biological Activity

chir-98014 is a potent inhibitor of gsk-3α and gsk-3β with ic50 values of 0.65 nm and 0.58 nm, respectively [1]gsk-3 (glycogen synthase kinase 3) is a serine/threonine protein kinase and plays a pivotal role in a number of central intracellular signaling pathways, including cellular proliferation, migration, inflammation and immune responses, glucose regulation, and apoptosis. recently, it has been reported that gsk-3 abnormally expressed in a variety of diseases, including type ii diabetes, alzheimer's disease, inflammation, cancer, and bipolar disorder [2, 3].chir-98014 is a potent gsk-3α and gsk-3β inhibitor. when tested with insulin receptor-expressing cho-ir cells or primary rat hepatocytes, chir-98014 stimulated the gs activity ratio as high as two- to three fold compared with basal in a dose dependent manner. similarly, in isolated type 1 skeletal muscle from insulin-sensitive lean zucker and from insulin-resistant zdf rats, administration of chir-98014 activated gs activity ratio [1]. in mouse es-d3 cells, chir-98014 treatment (48 and 72 hours later) resulted in a significant activation of the wnt/beta-catenin pathway via inhibiting gsk-3 [4].in markedly diabetic and insulin-resistant db/db mice model, oral administration of chir-98014 (30mg/kg) significantly reduced fasting hyperglycemia within 4 hours and improved glucose disposal during an ipgtt [1].

Biochem/physiol Actions

CHIR 98014 is a glycogen synthase kinase-3 (GSK-3) inhibitor with IC50 values of 0.65 nM and 0.58 nM for GSK3α and GSK3β, respectively. CHIR98014 is 500-fold to >10,000-fold selectivity for GSK-3 versus 20 other protein kinases tested, including closest homologs Cdc2 and ERK2.

target

GSK-3β

storage

Store at -20°C

References

[1]. ring, d.b., et al., selective glycogen synthase kinase 3 inhibitors potentiate insulin activation of glucose transport and utilization in vitro and in vivo. diabetes, 2003. 52(3): p. 588-95.
[2]. pan wa, et al. the rna recognition motif of nifk is required for rrna maturation during cell cycle progression. rna biol. 2015. 12(3):255-67.
[3]. mccubrey ja, et al. gsk-3 as potential target for therapeutic intervention in cancer. oncotarget. 2014. 5(10):2881-911.
[4]. naujok o, et al. cytotoxicity and activation of the wnt/beta-catenin pathway in mouse embryonic stem cells treated with four gsk3 inhibitors. bmc res notes. 2014. 7(1):273-281.

2,6-PYRIDINEDIAMINE, N6-[2-[[4-(2,4-DICHLOROPHENYL)-5-(1H-IMIDAZOL-1-YL)-2-PYRIMIDINYL]AMINO]ETHYL]-3-NITRO- Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 88)Suppliers
Supplier Tel Email Country ProdList Advantage
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Hubei Jusheng Technology Co.,Ltd.
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Chongqing Chemdad Co., Ltd
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TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29271 58
Zhejiang J&C Biological Technology Co.,Limited
+1-2135480471 +1-2135480471 sales@sarms4muscle.com China 10523 58
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6393 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 57511 58
Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 131981 58

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Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2,6-PYRIDINEDIAMINE, N6-[2-[[4-(2,4-DICHLOROPHENYL)-5-(1H-IMIDAZOL-1-YL)-2-PYRIMIDINYL]AMINO]ETHYL]-3-NITRO- pictures 2019-07-06 2,6-PYRIDINEDIAMINE, N6-[2-[[4-(2,4-DICHLOROPHENYL)-5-(1H-IMIDAZOL-1-YL)-2-PYRIMIDINYL]AMINO]ETHYL]-3-NITRO-
252935-94-7
US $2.00 / kg 1kg 99% 100kg Career Henan Chemical Co

2,6-PYRIDINEDIAMINE, N6-[2-[[4-(2,4-DICHLOROPHENYL)-5-(1H-IMIDAZOL-1-YL)-2-PYRIMIDINYL]AMINO]ETHYL]-3-NITRO- Spectrum

2,6-PYRIDINEDIAMINE, N6-[2-[[4-(2,4-DICHLOROPHENYL)-5-(1H-IMIDAZOL-1-YL)-2-PYRIMIDINYL]AMINO]ETHYL]-3-NITRO- N6-[ 2-[4-(2,4-DICHLORO-PHENYL)-5-IMIDAZOL-1-YL-PYRIMIDIN-2-YLAMINO]-ETHYL]-3-NITRO-PYRIDINE-2,6-DIAMINE CHIR98014(CT98014) N2-(2-((4-(2,4-dichlorophenyl)-5-(1H-iMidazol-1-yl)pyriMidin-2-yl)aMino)ethyl)-5-nitropyridine-2,6-diaMine N6-[2-[[4-(2,4-Dichlorophenyl)-5-(1H-imidazol-1-yl)-2-pyrimidinyl]amino]ethyl]-3-nitro-2,6-pyridinediamine 2,6-PYRIDINEDIAMINE, N6-[2-[[4-(2,4-DICHLOROPHENYL)-5-(1H-IMIDAZOL-1-YL)-2-PYRIMIDINYL]AMINO]ETHYL]- N6-[2-[[4-(2,4-dichlorophenyl)-5-(1H-imidazol-1-yl)-2-pyrimidinyl]amino]ethyl]-3-nitro-2,6-Pyridinediamine CHIR98014 CHIR-98014;CHIR 98014;CT98014 CT 98014 - CHIR 98014 6-N-[2-[[4-(2,4-dichlorophenyl)-5-imidazol-1-ylpyrimidin-2-yl]amino]ethyl]-3-nitropyridine-2,6-diamine CS-1797 CHIR 98014;CHIR98014;CHIR-98014 CHIR-98014 (CHIR98014 CHIR 98014 >=98% (HPLC) 2,6-PYRIDINEDIAMINE, N6-[2-[[4-(2,4-DICHLOROPHENYL)-5-(1H-IMIDAZOL-1-YL)-2-PYRIMIDINYL]AMINO]ETHYL]-3-NITRO- USP/EP/BP GSK-3 Inhibitor XXIX CHIR98014 CHIR-98014 252935-94-7 C20H17Cl2N9O2 Akt mTOR PI3K Inhibitors PI3K/Akt/mTOR