27845-49-4Relevant articles and documents
Hit-to-Lead Studies for the Antimalarial Tetrahydroisoquinolone Carboxanilides
Floyd, David M.,Stein, Philip,Wang, Zheng,Liu, Jian,Castro, Steve,Clark, Julie A.,Connelly, Michele,Zhu, Fangyi,Holbrook, Gloria,Matheny, Amy,Sigal, Martina S.,Min, Jaeki,Dhinakaran, Rajkumar,Krishnan, Senthil,Bashyum, Sridevi,Knapp, Spencer,Guy, R. Kiplin
, p. 7950 - 7962 (2016/09/23)
Phenotypic whole-cell screening in erythrocytic cocultures of Plasmodium falciparum identified a series of dihydroisoquinolones that possessed potent antimalarial activity against multiple resistant strains of P. falciparum in vitro and show no cytotoxicity to mammalian cells. Systematic structure-activity studies revealed relationships between potency and modifications at N-2, C-3, and C-4. Careful structure-property relationship studies, coupled with studies of metabolism, addressed the poor aqueous solubility and metabolic vulnerability, as well as potential toxicological effects, inherent in the more potent primary screening hits such as 10b. Analogues 13h and 13i, with structural modifications at each site, were shown to possess excellent antimalarial activity in vivo. The (+)-(3S,4S) enantiomer of 13i and similar analogues were identified as the more potent. On the basis of these studies, we have selected (+)-13i for further study as a preclinical candidate.
General, green, and scalable synthesis of imines from alcohols and amines by a mild and efficient copper-catalyzed aerobic oxidative reaction in open air at room temperature
Tian, Haiwen,Yu, Xiaochun,Li, Qiang,Wang, Jianxin,Xu, Qing
supporting information, p. 2671 - 2677,7 (2012/12/12)
A general, green, and scalable synthesis of the useful imines and a,b-unsaturated imines is successfully achieved by a low-loading and powerful, mild and efficient copper-catalyzed aerobic oxidative reaction of alcohols and amines in the open air at room temperature under base- and dehydrating reagent-free conditions. This practical reaction can use air as the economic and green oxidant, tolerates a wide range of substrates, can afford high yields of the target imines on a large scale, and produces water as the only by-product, and thus being the best imination method as yet using alcohols and amines directly.
Base induced carbon-nitrogen (C=N) double bond migration in Schiff bases
Gangadasu,Narender,China Raju,Jayathirtha Rao
, p. 2598 - 2600 (2007/10/03)
Various Schiff bases have been prepared to study base induced carbon-nitrogen double bond migrations. Schiff bases derived from aliphatic aldehydes display highest selectivity. Hydrolysis of the resulting rearranged Schiff base provides an entry to make amines from aldehydes. The reaction has possible practical application.
