EFT-508

Base Information

• Chemical Name: EFT-508
• CAS No.: 1849590-01-7
• Molecular Formula: C17H20N6O2
• Molecular Weight: 340.38
• Hs Code.: 2933998090
• Mol file: 1849590-01-7.mol

Synonyms:EFT-508;6'-[(6-Amino-4-pyrimidinyl)amino]-8'-methylspiro[cyclohexane-1,3'(2'H)-imidazo[1,5-a]pyridine]-1',5'-dione;eFT508 -MNK

Chemical Property of EFT-508

Chemical Property:

• Boiling Point: 735.6±60.0 °C(Predicted)
• PKA: 13.77±0.60(Predicted)
• PSA: 114.93000
• Density: 1.43±0.1 g/cm3(Predicted)
• LogP: 2.61580
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly, Heated), Methanol (Very Slightly)

Purity/Quality:

98% min ^*data from raw suppliers

6''-[(6-Amino-4-pyrimidinyl)amino]-8''-methylspiro[cyclohexane-1,3''(2''H)-imidazo[1,5-a]pyridine]-1'',5''-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: eFT508 is a potent inhibitor of MAPK interacting protein kinases (MNK) 1 and 2 (IC50s = <10 nM). It inhibits phosphorylation of eukaryotic initiation factor 4E (eIF4E) with an IC50 value of <50 nM in a cellular signaling assay. eFT508 has a half-life of 5.3 hours in rats.
• Uses: 6''-[(6-Amino-4-pyrimidinyl)amino]-8''-methylspiro[cyclohexane-1,3''(2''H)-imidazo[1,5-a]pyridine]-1'',5''-dione was used in the study of inhibitors of immune checkpoint modulators and related methods. eFT508 is a potent, highly selective, and orally bioavailable MNK1 and MNK2 inhibitor.

Technology Process of EFT-508

There total 3 articles about EFT-508 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: 79.0%

N-(6-((8'-methyl-1',5'-dioxo-1',5'-dihydro-2'H-spiro-[cyclohexane-1,3'-imidazo[1,5-a]pyridin]-6'-yl)amino)pyrimidin-4-yl)cyclopropanecarboxamide → eFT-508 (1849590-01-7)

Guidance literature:

With ethylenediamine; potassium hydroxide; In ethanol; water; at 30 - 40 ℃; for 12h;

Reference yield:

5-bromo-3-methyl-6-oxo-1,6-dihydropyridine-2-carboxamide → eFT-508 (1849590-01-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 1,4-dioxane / 1 h / 55 - 65 °C

2: potassium carbonate; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 18 h / 90 - 100 °C / Inert atmosphere

3: ethylenediamine; potassium hydroxide / water; ethanol / 12 h / 30 - 40 °C

With sulfuric acid; palladium diacetate; potassium carbonate; ethylenediamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; potassium hydroxide; In 1,4-dioxane; ethanol; water;

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → eFT-508 (1849590-01-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 1,4-dioxane / 1 h / 55 - 65 °C

2: potassium carbonate; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 18 h / 90 - 100 °C / Inert atmosphere

3: ethylenediamine; potassium hydroxide / water; ethanol / 12 h / 30 - 40 °C

With sulfuric acid; palladium diacetate; potassium carbonate; ethylenediamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; potassium hydroxide; In 1,4-dioxane; ethanol; water;

upstream raw materials:

cyclohexanone

Refernces