38353-02-5Relevant articles and documents
Copper-Catalyzed Synthesis of Fused Imidazopyrazine N-Oxide Skeletons
Ta?demir, Volkan,Kuzu, Burak,Tan, Meltem,Gen?, Hasan,Menges, Nurettin
supporting information, p. 307 - 311 (2019/02/12)
N-Propargyl-2-aroylimidazoles synthesized and converted into the corresponding ketoximes. Under various conditions, several mono- and diketoxime imidazole derivatives were formed by converting the carbonyl or carbonyl and propargyl groups into oxime groups. N -Propargyl monooxime imidazole derivatives were cyclized by treatment with CuI to give various imidazopyrazine N -oxides. Several copper salts, such as CuOAc, CuSO 4, and CuOTf, formed the same cyclization product. This cyclization reaction occurred only in the presence of Cu(I) or Cu(II) salts; other transition metals such as Au, Ag, In, and Fe did not yield cyclic products. The nucleus-independent chemical shift method was used to calculate the aromaticity of the bicyclic rings.
The design, synthesis, and biological evaluation of potent receptor tyrosine kinase inhibitors
Kim, Moon H.,Tsuhako, Amy Lew,Co, Erick W.,Aftab, Dana T.,Bentzien, Frauke,Chen, Jason,Cheng, Wei,Engst, Stefan,Goon, Levina,Klein, Rhett R.,Le, Donna T.,Mac, Morrison,Parks, Jason J.,Qian, Fawn,Rodriquez, Monica,Stout, Thomas J.,Till, Jeffrey H.,Won, Kwang-Ai,Wu, Xiang,Michael Yakes,Yu, Peiwen,Zhang, Wentao,Zhao, Yeping,Lamb, Peter,Nuss, John M.,Xu, Wei
scheme or table, p. 4979 - 4985 (2012/09/07)
Variously substituted indolin-2-ones were synthesized and evaluated for activity against KDR, Flt-1, FGFR-1 and PDGFR. Extension at the 5-position of the oxindole ring with ethyl piperidine (compound 7i) proved to be the most beneficial for attaining both biochemical and cellular potencies. Further optimization of 7i to balance biochemical and cellular potencies with favorable ADME/ PK properties led to the identification of 8h, a compound with a clean CYP profile, acceptable pharmacokinetic and toxicity profiles, and robust efficacy in multiple xenograft tumor models.
Imidazotriazinone inhibitors of the Ca2+-calmodulin sensitive phosphodiesterase (PDE I)
Hlasta, Dennis J.,Bode, Donald C.,Court, John J.,Desai, Ranjit C.,Pagani, Edward D.,Silver, Paul J.
, p. 89 - 94 (2007/10/03)
Hybrid structural analogs 1 of the PDE V and PDE III inhibitors, zaprinast, milrinone, and CI-930 were prepared to identify dual PDE inhibitors. The SAR study led unexpectedly to the identification of WIN 61691 (8d), a potent inhibitor of PDE I (IC50 = 85 nM). A potent and selective inhibitor of PDE I would be a useful tool to elucidate the physiologic function of PDE I and other PDE isozymes in biological systems.