1G₂₄₄

Base Information

• Chemical Name: 1G₂₄₄
• CAS No.: 847928-32-9
• Molecular Formula: C₂₉H₃₀F₂N₄O₂
• Molecular Weight: 504.58
• Mol file: 847928-32-9.mol

Synonyms:

Chemical Property of 1G₂₄₄

Chemical Property:

• Boiling Point: 674.3±55.0 °C(Predicted)
• Density: 1.304±0.06 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

1G244 98.55% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: 1G244 (847928-32-9) is a potent and selective inhibitor of the prolyl dipeptidases DPP8 (IC50 = 14 nM) and DPP9 (IC50 = 53 nM).1,2? It does not inhibit DPP2, DPP4 or fibroblast activation protein (FAP) at 100 μM.1,2 1G244 is a slow binding competitive inhibitor of DPP8 but a competitive and reversible inhibitor of DPP9.2? Inhibition of DPP8/9 by 1G244 has been shown to cause pro-caspase-1-dependent pyroptosis in macrophages and monocytes.3 1G244 also induced cell death in DPP8/9 knockout cells at higher concentration indicating there may be some off-target effects.3 1G244 blocks adipogenesis in preadipocyte 3T3-L1 and 3T3-F422A cells.4? DPP8/9 inhibition attenuates PPARg2 induction during preadipocyte differentiation.4 Because of its inhibitory effects on pro-inflammatory macrophages, 1G244 inhibition of DPP8/9 has been examined as a potential therapy for reducing atherosclerosis and/or in the prevention of plaque rupture.5,6 Cell permeable.

Technology Process of 1G₂₄₄

There total 5 articles about 1G₂₄₄ 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:

isoindoline (496-12-8) → 1G244 (847928-32-9)

Guidance literature:

Multi-step reaction with 4 steps

1: DCC; HOSu / dioxane; CH₂Cl₂

2: H₂ / Pd/C / methanol

3: DCC / CH₂Cl₂

4: TFA / CH₂Cl₂

With 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane;

DOI:10.1016/j.bmcl.2004.11.023

Reference yield:

3-tert-butoxycarbonylamino-4-(1,3-dihydro-isoindol-2-yl)-4-oxo-butyric acid benzyl ester → 1G244 (847928-32-9)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd/C / methanol

2: DCC / CH₂Cl₂

3: TFA / CH₂Cl₂

With hydrogen; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1016/j.bmcl.2004.11.023

Reference yield:

tert-butyl (S)-4-(4-(bis(4-fluorophenyl)methyl)piperazin-1-yl)-1-(isoindolin-2-yl)-1,4-dioxobutan-2-ylcarbamate → 1G244 (847928-32-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.bmcl.2004.11.023

upstream raw materials:

3-tert-butoxycarbonylamino-4-(1,3-dihydro-isoindol-2-yl)-4-oxo-butyric acid

isoindoline

(S)-methyl 3-(tert-butoxycarbonylamino)-4-(isoindolin-2-yl)-4-oxobutanoate