1256815-17-4

Upstream product

• 1256815-06-1 di-tert-butyl 2-((1,3-dioxoisoindolin-2-yl)methyl)-piperazine-1,4-dicarboxylate 
• 1256815-07-2 di-tert-butyl 2-(aminomethyl)piperazine-1,4-dicarboxylate 
• 143540-05-0 2-hydroxymethylpiperazine-1,4-dicarboxylic acid di-tert-butyl ester 
• 1246551-25-6 tert-butyl 3-oxo-1,2,5,6,8,8a-hexahydroimidazo[1,5-a]pyrazine-7-carboxylate 
• 1256815-96-9 tert-butyl 2-(3-cyanobenzyl)-hexahydro-3-oxoimidazo[1,5-a]pyrazine-7(1H)-carboxylate 

Relevant academic research and scientific papers

Convenient synthesis of novel 2-substituted imidazopyrazinone derivatives

Starting from commercially available piperazine-2-carboxylic acid, a series of novel 2-aryl and 2-benzyl substituted imidazopyrazinone were prepared. The intermediates 5a-g were obtained through facile Buchwald-Hartwig coupling reaction, and the effects of catalyst, base, and solvent on the coupling reaction were investigated. The optimal reaction conditions for the coupling reaction were PdCl2(dppf)=NaO-t-Bu=toluene. Taylor & Francis Group, LLC.

Synthesis, biological assay in vitro and molecular docking studies of new imidazopyrazinone derivatives as potential dipeptidyl peptidase IV inhibitors

A series of novel imidazopyrazinone derivatives were synthesized and evaluated with regard to their ability to inhibit dipeptidyl peptidase IV (DPP-IV) in vitro. Of these compounds (2R)-4-oxo-4-[2-(3-carbamoylbenzyl)- hexahydro-3-oxoimidazo [1,5-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan- 2-amine fumaric acid (17h, IC50 = 78 nM) was shown to effectively inhibit the activity of the dipeptidyl peptidase IV enzyme. Molecular docking studies were also performed to illustrate the binding mode of compounds 15c and 17h. Favorable interactions were identified from the binding of inhibitor 15c with DPP-IV. By analogy to the binding mode of compound 15c, it seems that the introduction of a substituted benzyl moiety onto the imidazopyrazinone could remarkably improve the inhibitory activity of compound 17h.