1620086-10-3

Basic information

• Product Name: 6-amino-7-(1H-benzo[d]imidazol-2-yl)-5-(4-fluorophenethyl)-5H-pyrrolo[3,2-b]pyrazine-2,3-dicarbonitrile
• Synonyms: 6-amino-7-(1H-benzo[d]imidazol-2-yl)-5-(4-fluorophenethyl)-5H-pyrrolo[3,2-b]pyrazine-2,3-dicarbonitrile
• CAS NO: 1620086-10-3
• Molecular Weight: 422.424
• Mol File: 1620086-10-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 6-amino-7-(1H-benzo[d]imidazol-2-yl)-5-(4-fluorophenethyl)-5H-pyrrolo[3,2-b]pyrazine-2,3-dicarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 6-amino-7-(1H-benzo[d]imidazol-2-yl)-5-(4-fluorophenethyl)-5H-pyrrolo[3,2-b]pyrazine-2,3-dicarbonitrile(1620086-10-3)
• EPA Substance Registry System: 6-amino-7-(1H-benzo[d]imidazol-2-yl)-5-(4-fluorophenethyl)-5H-pyrrolo[3,2-b]pyrazine-2,3-dicarbonitrile(1620086-10-3)

Safety Data

• Hazardous Substances Data: 1620086-10-3(Hazardous Substances Data)

Upstream product

• 1583-88-6 4-fluoro-2-phenethylamine 
• 302803-97-0 5-[benzo[d]imidazol-2-yl(cyano)methyl]-6-chloropyrazine-2,3-dicarbonitrile 
• 56413-95-7 2,3-dichloro-5,6-dicyanopyrazine 
• 4414-88-4 1H-benzimidazol-2-acetonitrile 

Relevant articles and documents

Deorphaning pyrrolopyrazines as potent multi-target antimalarial agents

The discovery of pyrrolopyrazines as potent antimalarial agents is presented, with the most effective compounds exhibiting EC50 values in the low nanomolar range against asexual blood stages of Plasmodium falciparum in human red blood cells, and Plasmodium berghei liver schizonts, with negligible HepG2 cytotoxicity. Their potential mode of action is uncovered by predicting macromolecular targets through avant-garde computer modeling. The consensus prediction method suggested a functional resemblance between ligand binding sites in non-homologous target proteins, linking the observed parasite elimination to IspD, an enzyme from the non-mevalonate pathway of isoprenoid biosynthesis, and multi-kinase inhibition. Further computational analysis suggested essential P. falciparum kinases as likely targets of our lead compound. The results obtained validate our methodology for ligand- and structure-based target prediction, expand the bioinformatics toolbox for proteome mining, and provide unique access to deciphering polypharmacological effects of bioactive chemical agents. Pyrrolopyrazines show strong activity against Plasmodium falciparum parasites and Plasmodium berghei liver schizonts. In-depth bioinformatical analysis and target panel screening, suggesting IspD and multi-kinase inhibition, revealed their likely mode of action. The composite computational approach provides a unique access to deciphering polypharmacological effects of new bioactive chemical agents.