1567340-85-5

Basic information

• Product Name: N-(3-nitrophenyl)benzo[4,5]imidazo[1,2-c]pyrimidin-3-ylamine
• Synonyms: N-(3-nitrophenyl)benzo[4,5]imidazo[1,2-c]pyrimidin-3-ylamine
• CAS NO: 1567340-85-5
• Molecular Weight: 305.296
• Mol File: 1567340-85-5.mol

Chemical Properties

• CAS DataBase Reference: N-(3-nitrophenyl)benzo[4,5]imidazo[1,2-c]pyrimidin-3-ylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3-nitrophenyl)benzo[4,5]imidazo[1,2-c]pyrimidin-3-ylamine(1567340-85-5)
• EPA Substance Registry System: N-(3-nitrophenyl)benzo[4,5]imidazo[1,2-c]pyrimidin-3-ylamine(1567340-85-5)

Safety Data

• Hazardous Substances Data: 1567340-85-5(Hazardous Substances Data)

Upstream product

• 1567340-82-2 3-chlorobenzo[4,5]imidazo[1,2-c]pyrimidine 
• 99-09-2 3-nitro-aniline 
• 95-14-7 1,2,3-Benzotriazole 
• 1247171-84-1 1-(6-chloropyrimidin-4-yl)-1H-benzo[d][1,2,3]triazole 

Relevant articles and documents

Synthesis and biological evaluation of benzo[4,5]imidazo[1,2-c]pyrimidine and benzo[4,5]imidazo[1,2-a]pyrazine derivatives as anaplastic lymphoma kinase inhibitors

Chromosomal translocations involving anaplastic lymphoma kinase (ALK) are the driving mutations for a range of cancers and ALK is thus considered an attractive therapeutic target. We synthesized a series of functionalized benzo[4,5]imidazo[1,2-c]pyrimidines and benzo[4,5]imidazo[1,2-a]pyrazines by an aza-Graebe-Ullman reaction, followed by palladium-catalyzed cross-coupling reactions. A sequential regioselective cross-coupling route is reported for the synthesis of unsymmetrically disubstituted benzo[4,5]imidazo[1,2-a]pyrazines. The inhibition of ALK was evaluated and compound 19 in particular showed good activity against both the wild type and crizotinib-resistant L1196M mutant in vitro and in ALK-transfected BaF3 cells.