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

Base Information

• Chemical Name: 3-AMINO-1H-PYRAZOLO[3,4-B]QUINOXALINE
• CAS No.: 40254-90-8
• Molecular Formula: C₉H₇N₅
• Molecular Weight: 185.188
• Hs Code.: 2933990090
• Mol file: 40254-90-8.mol

Synonyms:3-Aminopyrazolo[3,4-b]quinoxaline;NSC 693868;

Chemical Property of 3-AMINO-1H-PYRAZOLO[3,4-B]QUINOXALINE

Chemical Property:

• Vapor Pressure: 5.03E-11mmHg at 25°C
• Melting Point: 292-293℃ (ethanol )
• Refractive Index: 1.9
• Boiling Point: 522.8 °C at 760mmHg
• Flash Point: 303 °C
• PSA: 80.48000
• Density: 1.57 g/cm³
• LogP: 1.66950
• Storage Temp.: Store at +4°C

Purity/Quality:

99% ^*data from raw suppliers

NSC 693868 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• 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.

Technology Process of 3-AMINO-1H-PYRAZOLO[3,4-B]QUINOXALINE

There total 10 articles about 3-AMINO-1H-PYRAZOLO[3,4-B]QUINOXALINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

3-chloro-2-quinoxalinecarbonitrile (40254-89-5) → Cdk 1/5 Inhibitor (40254-90-8)

Guidance literature:

With hydrazine hydrate; for 1h; Heating;

DOI:10.1002/jhet.5570310506

Reference yield: 83.0%

3-chloro-2-quinoxalinecarbonitrile (40254-89-5) → Cdk 1/5 Inhibitor (40254-90-8)

Guidance literature:

In ethanol; for 0.5h; Heating;

Reference yield:

1,2-dihydro-2-oxoquinoxaline-3-carboxamide (90323-01-6) → Cdk 1/5 Inhibitor (40254-90-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / PCl₅, POCl₃ / 1.5 h / 110 °C

2: 83 percent / ethanol / 0.5 h / Heating

With phosphorus pentachloride; trichlorophosphate; In ethanol;

upstream raw materials:

3-amino-1H-pyrazolo<3,4-b>quinoxaline 4-oxide

3-chloro-2-quinoxalinecarbonitrile

benzofurazan oxide

3-amino-2-quinoxalinecarbonitrile

Downstream raw materials:

3-chloro-1H-pyrazolo<3,4-b>quinoxaline

Refernces

• 1、 Yoshida, Kei,Otomasu, Hirotaka. "Synthesis of Condensed Quinoxalines. VI. Synthesis of 1H-Pyrazoloquinoxaline N-Oxides and Related Compounds". . p. 3361 - 3365. Retrieved 2007/10/02.