title: Groebke multicomponent reaction and subsequent nucleophilic aromatic substitution for a convenient synthesis of 3,8-diaminoimidazo[1,2-a]pyrazines as potential kinase inhibitors.
abstract: In a program aimed at discovering novel protein kinase inhibitors, a convenient synthesis of 3,8-diaminoimidazo[1,2-a]pyrazines has been developed exploiting the isocyanide-based multicomponent Blackburn reaction, followed by a nucleophilic aromatic substitution with ammonia or primary and secondary amines. The potential of the reported scaffold is strengthened by the inhibition of STAT5-dependent transcription displayed by four of the synthesized compounds.
authors.affiliation: DiSCAFF, Università degli Studi del Piemonte Orientale, via Bovio 6, 28100, Novara, Italy.
authors.forename: Margherita
authors.initials: M
authors.lastname: Guasconi
authors.forename: Xiaoyun
authors.initials: X
authors.lastname: Lu
authors.forename: Alberto
authors.initials: A
authors.lastname: Massarotti
authors.forename: Antonio
authors.initials: A
authors.lastname: Caldarelli
authors.forename: Elisa
authors.initials: E
authors.lastname: Ciraolo
authors.forename: Gian Cesare
authors.initials: GC
authors.lastname: Tron
authors.forename: Emilio
authors.initials: E
authors.lastname: Hirsch
authors.forename: Giovanni
authors.initials: G
authors.lastname: Sorba
authors.forename: Tracey
authors.initials: T
authors.lastname: Pirali
mesh_terms: D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D047428:Protein Kinase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D011719:Pyrazines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D007093:Imidazoles; D047428:Protein Kinase Inhibitors; D011719:Pyrazines