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40254-90-8

40254-90-8 Structure

40254-90-8 Structure
IdentificationBack Directory
[Name]

3-AMINO-1H-PYRAZOLO[3,4-B]QUINOXALINE
[CAS]

40254-90-8
[Synonyms]

NSC 693868
Brimonidine Impurity 8
3-Aminopyrazolo[3,4-b]quinoxaline
1H-PYRAZOLO[3,4-B]QUINOXALIN-3-AMINE
3-AMINO-1H-PYRAZOLO[3,4-B]QUINOXALINE
1H-Pyrazolo[3,4-b]quinoxalin-3-ylamine
1H-Pyrazolo[3,4-b]quinoxalin-3-amine(9CI)
Cdk1/5 Inhibitor - CAS 40254-90-8 - Calbiochem
[Molecular Formula]

C9H7N5
[MDL Number]

MFCD04038461
[MOL File]

40254-90-8.mol
[Molecular Weight]

185.19
Chemical PropertiesBack Directory
[Melting point ]

292-293℃ (ethanol )
[Boiling point ]

522.8±45.0 °C(Predicted)
[density ]

1.570±0.06 g/cm3(Predicted)
[storage temp. ]

Store at +4°C
[solubility ]

Soluble to 100 mM in DMSO
[form ]

Red solid
[pka]

7.40±0.50(Predicted)
[color ]

Orange to red
[InChI]

1S/C9H7N5/c10-8-7-9(14-13-8)12-6-4-2-1-3-5(6)11-7/h1-4H,(H3,10,12,13,14)
[InChIKey]

DWHVZCLBMTZRQM-UHFFFAOYSA-N
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

25
[Safety Statements ]

45
[RIDADR ]

UN 2811 6.1 / PGIII
[WGK Germany ]

WGK 1
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

Cyclin-dependent kinases (Cdks) are key regulators of cell cycle progression and are therefore promising targets for cancer therapy. Cdk1/5 Inhibitor is a pyrazolo [3,4-b] quioxaline that inhibits Cdk1/cyclin B and Cdk5/p25 (IC50s = 600 and 400 nM, respectively). It less potently inhibits GSK3β (IC50 = 1 μM) and does not block Cdc25 activity. This compound is used to help define the roles of Cdk1 and Cdk5 in various signaling pathways.
[Uses]

Cyclin-dependent kinases (CDKs) are protein kinases and involved with the regulation of the cell cycle. NSC 693868 is an inhibitor of Cdk1/cyclin B and Cdk5/p25.?Small molecules that target these protein kinases are valuable tools for investigating cellular signaling pathways and are potential therapeutic agents.
[Definition]

ChEBI: 2H-pyrazolo[4,3-b]quinoxalin-3-amine is a quinoxaline derivative.
[Biological Activity]

Inhibitor of cyclin-dependent kinases (cdks) and glycogen synthase kinase-3 (GSK-3). IC 50 values are 0.6, 0.4 and 1 μ M for cdk1/cyclin B, cdk5/p25 and GSK-3 respectively.
[IC 50]

Cdk1/cyclin B: 600 nM (IC50); Cdk5/p25: 400 nM (IC50); GSK-3β: 1 μM (IC50)
[storage]

Store at -20°C
[References]

[1] MIGUEL A. ORTEGA . Pyrazolo[3,4-b]quinoxalines. A new class of cyclin-Dependent kinases inhibitors[J]. Bioorganic & Medicinal Chemistry, 2002, 10 7: Pages 2177-2184. DOI: 10.1016/s0968-0896(02)00069-x
[2] SHAOYONG CHEN. Androgen receptor phosphorylation and stabilization in prostate cancer by cyclin-dependent kinase 1.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2006, 103 43: 15969-15974. DOI: 10.1073/pnas.0604193103
[3] TRI K NGUYEN  Steven G. Dinaciclib (SCH727965) inhibits the unfolded protein response through a CDK1- and 5-dependent mechanism.[J]. Molecular Cancer Therapeutics, 2014: 662-674. DOI: 10.1158/1535-7163.mct-13-0714
[4] SUPACHAI TOPANURAK. High NaCl- and urea-induced posttranslational modifications that increase glycerophosphocholine by inhibiting GDPD5 phosphodiesterase.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2013: 7482-7487. DOI: 10.1073/pnas.1305220110
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