Cdk1/2 Inhibitor III

Base Information

• Chemical Name: Cdk1/2 Inhibitor III
• CAS No.: 443798-47-8
• Molecular Formula: C₁₅H₁₃F₂N₇O₂S₂
• Molecular Weight: 425.443
• UNII: LFR1253W75
• DSSTox Substance ID: DTXSID60416209
• Wikidata: Q27075813
• Pharos Ligand ID: 2S966G8W6KCU
• Metabolomics Workbench ID: 150831
• ChEMBL ID: CHEMBL261720
• Mol file: 443798-47-8.mol

Synonyms:Cdk1/2 Inhibitor III;443798-55-8;443798-47-8;K00546;Cdk1/2InhibitorIII;K-00546;LFR1253W75;UNII-LFR1253W75;5-amino-N-(2,6-difluorophenyl)-3-(4-sulfamoylanilino)-1,2,4-triazole-1-carbothioamide;5-Amino-3-((4-(aminosulfonyl)phenyl)amino)-N-(2,6-difluorophenyl)-1H-1,2,4-triazole-1-carbothioamide;1H-1,2,4-Triazole-1-carbothioamide, 5-amino-3-((4-(aminosulfonyl)phenyl)amino)-N-(2,6-difluorophenyl)-;5-Amino-3-((4(aminosulfonyl)phenyl)amino)-N-(2,6-difluorophenyl)-1H-1,2,4-triazole-1-carbothioamide;5-AMINO-3-{[4-(AMINOSULFONYL)PHENYL]AMINO}-N-(2,6-DIFLUOROPHENYL)-1H-1,2,4-TRIAZOLE-1-CARBOTHIOAMIDE;5-amino-N-(2,6-difluorophenyl)-3-[(4-sulfamoylphenyl)amino]-1H-1,2,4-triazole-1-carbothioamide;CDK 1/2 INHIBITOR;2wu6;D07OCA;BDBM6878;CHEMBL261720;GTPL5946;SCHEMBL1394721;DTXSID60416209;HMS3229C16;CCG-206824;DB07664;MS-27488;HY-103647;CS-0028811;Cdk1/2 Inhibitor III - CAS 443798-55-8;Q27075813

Chemical Property of Cdk1/2 Inhibitor III

Chemical Property:

• Boiling Point: 649.1±65.0 °C(Predicted)
• Density: 1.72±0.1 g/cm3(Predicted)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 425.05402135
• Heavy Atom Count: 28
• Complexity: 647

Purity/Quality:

97% ^*data from raw suppliers

Cdk1/2InhibitorIII ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)F)NC(=S)N2C(=NC(=N2)NC3=CC=C(C=C3)S(=O)(=O)N)N)F
• Description: Cyclin-dependent kinases (Cdks) are key regulators of cell cycle progression and are therefore promising targets for cancer therapy. Cdk1/2 Inhibitor III is a cell-permeable inhibitor of Cdk1/cyclin B and Cdk2/cyclin A (IC50s = 0.6 and 0.5 nM, respectively). It less potently inhibits CDC2-like kinases 1 and 3, VEGFR2, and GSK-3β (IC50s = 8.9, 29, 32, and 140 nM, respectively) and is without effect against a panel of other kinases. Cdk1/2 Inhibitor III blocks the growth of several cancer cell lines (IC50 values range from 20 to 92 nM).
• Uses: Cdk1/2 Inhibitor III is a cyclin-?dependent kinase (CDK) inhibitor. Cdk1 and Cdk2 performs inhibitory activities, and in vitro cellular proliferation in various human tumor cells.

Technology Process of Cdk1/2 Inhibitor III

There total 9 articles about Cdk1/2 Inhibitor III 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: 7.0%

4-((5-amino-1H-1,2,4-triazol-3-yl)amino)benzenesulfonamide (443799-31-3) + 2,6-difluorophenylisothiocyanate (207974-17-2) → CDK1/2 inhibitor III (443798-47-8)

Guidance literature:

In tetrahydrofuran; water; at 0 - 20 ℃;

DOI:10.1002/cmdc.201800625

Reference yield:

4-((5-amino-1H-1,2,4-triazol-3-yl)amino)benzenesulfonamide (443799-31-3) + 2,6-difluorophenylisothiocyanate (207974-17-2) → 3-amino-5-(4-sulfamoyl-phenylamino)-[1,2,4]triazole-1-carbothioic acid (2,6-difluoro-phenyl)-amide (443798-55-8) + CDK1/2 inhibitor III (443798-47-8)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/jm050267e

Reference yield:

phenyl-N'-cyano-N-(4-sulfamoylphenyl)carbamimidate (700805-72-7) → CDK1/2 inhibitor III (443798-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine / tetrahydrofuran / 2 h / 70 °C

2: 257 mg / NaOH / tetrahydrofuran / 2 h / 20 °C

With sodium hydroxide; hydrazine; In tetrahydrofuran;

DOI:10.1021/jm050267e

upstream raw materials:

4-((5-amino-1H-1,2,4-triazol-3-yl)amino)benzenesulfonamide

2,6-difluorophenylisothiocyanate

phenyl-N'-cyano-N-(4-sulfamoylphenyl)carbamimidate

4-{3-[(3,5-dimethyl-pyrazol-1-yl)-imino-methyl]-thioureido}-benzenesulfonamide