7720-39-0Relevant articles and documents
2-Aminoimidazole amino acids as inhibitors of the binuclear manganese metalloenzyme human arginase i
Ilies, Monica,Di Costanzo, Luigi,North, Michelle L.,Scott, Jeremy A.,Christianson, David W.
, p. 4266 - 4276 (2010)
Arginase, a key metalloenzyme of the urea cycle that converts l-arginine into l-ornithine and urea, is presently considered a pharmaceutical target for the management of diseases associated with aberrant l-arginine homeostasis, such as asthma, cardiovascular diseases, and erectile dysfunction. We now report the design, synthesis, and evaluation of a series of 2-aminoimidazole amino acid inhibitors in which the 2-aminoimidazole moiety serves as a guanidine mimetic. These compounds represent a new class of arginase inhibitors. The most potent inhibitor identified in this study, 2-(S)-amino-5-(2-aminoimidazol-1-yl) pentanoic acid (A1P, 10), binds to human arginase I with Kd = 2 μM and significantly attenuates airways hyperresponsiveness in a murine model of allergic airways inflammation. These findings suggest that 2-aminoimidazole amino acids represent new leads for the development of arginase inhibitors with promising pharmacological profiles.
Photoredox chemistry in the synthesis of 2-aminoazoles implicated in prebiotic nucleic acid synthesis
Liu, Ziwei,Wu, Long-Fei,Bond, Andrew D.,Sutherland, John D.
supporting information, p. 13563 - 13566 (2020/11/17)
Prebiotically plausible ferrocyanide-ferricyanide photoredox cycling oxidatively converts thiourea to cyanamide, whilst HCN is reductively homologated to intermediates which either react directly with the cyanamide giving 2-aminoazoles, or have the potential to do so upon loss of HCN from the system. Thiourea itself is produced by heating ammonium thiocyanate, a product of the reaction of HCN and hydrogen sulfide under UV irradiation. This journal is
Rational design of nickel catalysts containing N-acylated imidazolin-2-imine ligand for ethylene copolymerization with polar monomer
Li, Yanqing,Cheng, Hailong,Xiao, Ru,Cai, Zhengguo
, p. 117 - 123 (2020/02/04)
By taking advantage of electronic influence of ligand design, the novel neutral nickel complexes bearing strong electron-donating N-acylated imidazolin-2-imine ligand were synthesized and characterized. The nickel catalysts conducted ethylene polymerization with high activity and good thermal stability, affording semicrystalline polyethylene with short chain branches (32–46/1000 C atoms). The complex Ni2 bearing adamantyl substituent on the imidazoline ligand showed higher activity than phenyl substituted complex Ni1, and highest activity was observed at 60 °C (up to ~106 g?mol?1?h?1). Most importantly, the catalysts were also effective for the copolymerization of ethylene and 5-hexenyl acetate with moderate activity (~105 g?mol?1?h?1). The microstructure analyses by the 13C NMR spectroscopy indicated that the 5-hexenyl acetate was successfully incorporated into the polyethylene main chain with reasonable comonomer content.