25911-65-3Relevant articles and documents
Novel 1-(2-aminopyrazin-3-yl)methyl-2-thioureas as potent inhibitors of mitogen-activated protein kinase-activated protein kinase 2 (MK-2)
Lin, Songnian,Lombardo, Matthew,Malkani, Sunita,Hale, Jeffrey J.,Mills, Sander G.,Chapman, Kevin,Thompson, James E.,Zhang, Wen Xiao,Wang, Ruixiu,Cubbon, Rose M.,O'Neill, Edward A.,Luell, Silvi,Carballo-Jane, Ester,Yang, Lihu
scheme or table, p. 3238 - 3242 (2010/05/02)
Novel 1-(2-aminopyrazin-3-yl)methyl-2-thioureas are described as inhibitors of mitogen-activated protein kinase-activated protein kinase 2 (MK-2). These compounds demonstrate potent in vitro activity against the enzyme with IC50 values as low as 15 nM, and suppress expression of TNFα in THP-1 cells and in vivo in an acute inflammation model in mice. The synthesis, structure-activity relationship (SAR), and biological evaluation of these compounds are discussed.
Syntheses of 1-allyl-6-(arylamino)methyl-7-methyl-3-phenylpteridine-2,4-dione, a methanopterin analogue
Tada, Masaru,Wada, Momoko
, p. 648 - 649 (2007/10/03)
The nucleophilic substitution of 2,3-dicyanopyrazine (1) with allylamine is useful for the construction of pteridine ring. A methanopterin analogue, 1-allyl-6-(mesitylamino)methyl-7-methy-3-phenylpteridine (12), was synthesised by this method from 2,3-dic
Studies on Pyrazines. Part 22. Lewis Acid-Mediated Cyanation of Pyrazine N-Oxides with Trimethylsilyl Cyanide: New Route to 2-Substituted 3-Cyanopyrazines
Sato, Nobuhiro,Shimomura, Yuji,Ohwaki, Yoshie,Takeuchi, Ryo
, p. 2877 - 2882 (2007/10/02)
Reaction of 3-substituted pyrazine 1-oxides with trimethylsilyl cyanide in the presence of triethylamine in acetonitrile gave the corresponding cyanopyrazines, yields of which depended remarkably on the substituent.Electron-donating groups enhanced the cyanation with high regioselectivity to 2-substituted 3-cyanopyrazines, while a chloro substituent suppressed the conversion.Addition of zinc halide to the reaction mixture, in most cases, increased the reactivity and improved the regioselectivity.On the other hand, the N-oxides carrying an electron-withdrawing methoxycarbonyl or N-butylcarbamoyl group underwent the cyanation, without need for the Lewis acid, to provide a mixture of nearly equal amounts of 2-substituted 3- and 5-cyanopyrazines.The latter compound was exclusively obtained when 3-methoxycarbonyl- or 3-cyanopyrazine 1-oxide was treated with diethoxyphosphoryl cyanide.
