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.
sp3 Bis-Organometallic Reagents via Catalytic 1,1-Difunctionalization of Unactivated Olefins
Sun, Shang-Zheng,Talavera, Laura,Spie?, Philipp,Day, Craig S.,Martin, Ruben
supporting information, p. 11740 - 11744 (2021/04/21)
A catalytic 1,1-difunctionalization of unactivated olefins en route to sp3 bis-organometallic B,B(Si)-reagents is described. The protocol is characterized by exceptional reaction rates, mild conditions, wide scope, and exquisite selectivity pattern, constituting a new platform to access sp3 bis-organometallics.
Design, synthesis and biological activity evaluation of a new class of 2,4-thiazolidinedione compounds as insulin enhancers
Huiying, Zou,Guangying, Chen,Shiyang, Zhou
, p. 981 - 989 (2019/05/21)
Diabetes mellitus (DM) is a global disease with a high incidence of type 2 diabetes. Current studies have shown that insulin enhancers play an important role in the treatment of type 2 diabetes and have great importance in the improvement of type 2 diabetes. In this research, Rosiglitazone was taken as the lead compound, and the structure was modified by using the bioisostere principle, and a new class of 2,4-thiazolanedione compound was designed and synthesised. The novel series of compounds were studied for their biological activities in vitro and in vivo. In vitro tests, the biological activities showed that the target compounds have good selective activation of peroxisome-proliferator-activated receptor γ (PPARγ), such as the compounds 6a, 6e, 6f, 6g and 6i, especially the compound 6e to PPARγ was EC50 = 0.03 ± 0.01 μmol/L in vitro. Then, in vivo biological activities’ test results showed that the tendency of increasing in blood sugar had an obvious inhibiting effect, and had a significant insulin hypoglycaemic effect of enhancing and extending the exogenous. In addition, the results of cytotoxicity tests and acute toxicity tests (LD50) showed that these compounds belong to the low toxicity compounds.
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.
Synthesis of Functionalized Pyridines via a Regioselective Oxazoline Promoted C-H Amidation Reaction
Maiden, Tracy M. M.,Swanson, Stephen,Procopiou, Panayiotis A.,Harrity, Joseph P. A.
supporting information, p. 3434 - 3437 (2016/07/26)
The first Rh-catalyzed C-H amidation of pyridines is reported. The incorporation of a substituent at the C2 position both is crucial to the success of this transformation and provides considerable scope for further elaboration of the resulting products. Among these compounds, 2-chloropyridines allow access to a selection of intermediates including a versatile azaquinazoline scaffold.
Mild Pd-catalyzed aminocarbonylation of (hetero)aryl bromides with a palladacycle precatalyst
Friis, Stig D.,Skrydstrup, Troels,Buchwald, Stephen L.
supporting information, p. 4296 - 4299 (2014/10/15)
A palladacyclic precatalyst is employed to cleanly generate a highly active XantPhos-ligated Pd-catalyst. Its use in low temperature aminocarbonylations of (hetero)aryl bromides provides access to a range of challenging products in good to excellent yields with low catalyst loading and only a slight excess of CO. Some products are unattainable by traditional carbonylative coupling.
Ethylenediamine monoamides
-
, (2008/06/13)
Compounds of the formula STR1 wherein R is an aromatic, 5- or 6-membered heterocyclic residue, as described herein, and their pharmaceutically usable acid addition salts are described. These compounds have interesting monoamine oxidase inhibiting properties with low toxicity and can accordingly be used for the treatment of depressive states and parkinsonism.
