16347-06-1Relevant articles and documents
Synthesis, antinociceptive activity and pharmacokinetic profiles of nicorandil and its isomers
Cesar, Isabela C.,Godin, Adriana M.,Araujo, Debora P.,Oliveira, Francinely C.,Menezes, Raquel R.,Santos, Julliana R.A.,Almeida, Mariana O.,Dutra, Marcela M.G.B.,Santos, Daniel A.,MacHado, Renes R.,Pianetti, Gerson A.,Coelho, Marcio M.,De Fatima, Angelo
, p. 2783 - 2790 (2014)
Nicorandil (N-(2-hydroxyethyl)nicotinamide nitrate) is an antianginal drug, which activates guanylyl cyclase and opens the ATP-dependent K+ channels, actions that have been suggested to mediate its vasodilator activity. We synthesized nicorandil and its two isomers, which vary in the positions of the side chain containing the nitric oxide (NO) donor, and also their corresponding denitrated metabolites. The activities of these compounds were evaluated in an experimental model of pain in mice. Pharmacokinetic parameters of nicorandil and its isomers, as well as the plasma concentrations of the corresponding denitrated metabolites and also nicotinamide and nitrite were determined. Nicorandil exhibited the highest antinociceptive activity, while the ortho-isomer was the least active. Nicorandil and para-nicorandil, which induced higher plasma concentrations of nitrite, exhibited higher antinociceptive activity, which suggests that the release of NO may mediate this activity.
Nickel-Catalyzed 1,1-Alkylboration of Electronically Unbiased Terminal Alkenes
Li, Yangyang,Pang, Hailiang,Wu, Dong,Li, Zheqi,Wang, Wang,Wei, Hong,Fu, Ying,Yin, Guoyin
supporting information, p. 8872 - 8876 (2019/05/28)
An unprecedented nickel-catalyzed 1,1-alkylboration of electronically unbiased alkenes has been developed, providing straightforward access to secondary aliphatic boronic esters from readily available materials under very mild reaction conditions. The regioselectivity of this reaction is governed by a unique pyridyl carboxamide ligated catalyst, rather than the substrates. Moreover, this transformation shows excellent chemo- and regio-selectivity and remarkably good functional-group tolerance. We also demonstrate that under balloon pressure, ethylene can also be utilized as a substrate. Additionally, competence experiments indicate that selective bond formation is favored at the α-position of boron and preliminary mechanistic studies indicate that the key step in this three-component reaction involves a 1,2-nickel migration.
Conversion of oxazolines to cyanomethyl esters with pyridinium hydrobromide perbromide in water
Sayama, Shinsei
, p. 1133 - 1142 (2017/06/13)
Various aromatic and heterocyclic oxazolines were directly converted to respective cyanomethyl esters with pyridinium hydrobromide perbromide in water at room temperature.