Devine, Shane M.; Challis, Matthew P.; Kigotho, Jomo K.; Siddiqui, Ghizal; De Paoli, Amanda; MacRaild, Christopher A.; Avery, Vicky M.; Creek, Darren J.; Norton, Raymond S.; Scammells, Peter J. published the artcile< Discovery and development of 2-aminobenzimidazoles as potent antimalarials>, Synthetic Route of 188057-20-7, the main research area is aminobenzimidazole derivative chemoselective preparation SAR antimalarial; 2-Aminobenzimidazole; Malaria; Plasmodium falciparum; Structure-activity relationships.
The design, synthesis and antimalarial activity of a series of 2-aminobenzimidazoles I [R = H, NH2, NHEt, NHBn, etc.; Ar = 2-HOC6H4, 2-NH2C6H4, benzofuran-7-yl, etc.], featuring a phenol moiety that was crucial to the pharmacophore. Two potent mols. exhibited IC50 values against P. falciparum 3D7 strain of 42 ± 4 I [R = NH2; Ar = 5-Me-2-HOC6H3] and 43 ± 2 nM [R = NH2; Ar = 5-MeO-2-HOC6H3] and high potency against strains resistant to chloroquine (Dd2), artemisinin (Cam3.IIC580Y) and PfATP4 inhibitors (SJ557733), while demonstrating no cytotoxicity against human cells (HEK293, IC50 > 50μM). The most potent mol., possessing a 4,5-di-Me substituted phenol I [R = NH2; Ar = 4,5-(MeO)2-2-HOC6H2] displayed an IC50 value of 6.4 ± 0.5 nM against P. falciparum 3D7, representing a 12-fold increase in activity from the parent mol. The 2-aminobenzimidazoles containing a N1-substituted phenol represented a new class of mols. that had high potency in vitro against P. falciparum malaria and low cytotoxicity. They possessed attractive pharmaceutical properties, including low mol. weight, high ligand efficiency, high solubility, synthetic tractability and low in vitro clearance in human liver microsomes.
European Journal of Medicinal Chemistry published new progress about Antimalarials. 188057-20-7 belongs to class iodides-buliding-blocks, and the molecular formula is C5H4INO, Synthetic Route of 188057-20-7.
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com