80845-58-5Relevant academic research and scientific papers
Novel Compounds as Autotaxin Inhibitors and Pharmaceutical Compositions Comprising the Same
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Paragraph 0962-0963; 0968-09769, (2018/05/17)
The present invention relates to a novel autotaxin inhibitor compound for preventing and treating disease or symptoms due to an increase in concentration of lysophosphatidic acid or activation of autotaxin. The present invention further relates to a pharmaceutical composition containing the same. The novel compound of the present invention is an autotaxin inhibitor which inhibits production of lysophosphatidic acid, and thus is useful for treating or preventing cardiovascular disease, cancer, metabolic disease, kidney disease, liver disease, inflammatory diseases, nervous disease, respiratory disease, desmoid disease, eye disease, cholestatic symptoms, other types of chronic pruritus or acute, or chronic rejection of transplanted organs.COPYRIGHT KIPO 2017
Palladium-Catalyzed α,β-Dehydrogenation of Esters and Nitriles
Chen, Yifeng,Romaire, Justin P.,Newhouse, Timothy R.
supporting information, p. 5875 - 5878 (2015/05/27)
A highly practical and general palladium-catalyzed methodology for the α,β-dehydrogenation of esters and nitriles is reported. Generation of a zinc enolate or (cyanoalkyl)zinc species followed by the addition of an allyl oxidant and a palladium catalyst results in synthetically useful yields of α,β-unsaturated esters, lactones, and nitriles. Preliminary mechanistic investigations are consistent with reversible β-hydride elimination and turnover-limiting, propene-forming reductive elimination.
Synthetic Applications of 2-Cyano-1,2,3,6-tetrahydropyridines. 2. Synthesis of Isodasycarpidone and Related Systems, the Ervitsine Skeleton, and Its Benzo Analogue
Bosch, Joan,Rubiralta, Mario,Domingo, Antonio,Bolos, Jordi,Linares, Ana,et al.
, p. 1516 - 1522 (2007/10/02)
The synthesis of isodasycarpidone (8a), N-demethylisodasycarpidone (9a), and their epi derivatives 8b and 9b is described.The condensation of an appropriate 2-cyano-1,2,3,6-tetrahydropyridine with indole and the conjugate addition of diethylcopper(I)-magnesium bromide to the resulting α,β-unsaturated esters constitute the key steps of this synthesis.A similar condensation from methyl 2-cyano-1-methyl-1,2,3,6-tetrahydropyridine-4-acetate (11) and indolylmagnesium iodide or (m-methoxyphenyl)magnesium bromide, followed by catalytic hydrogenation, hydrolysis, and PPA cyclization establishes synthetic routes to the tetracyclic framework (16) of the indole alkaloid ervitsine and its benzo analogue 19.
Synthetic Applications of 2-Cyano-1,2,3,6-tetrahydropyridines. Improved Synthesis of the Fundamental Tetracyclic Framework of Dasycarpidone
Feliz, Miguel,Bosch, Joan,Mauleon, David,Amat, Mercedes,Domingo, Antonio
, p. 2435 - 2440 (2007/10/02)
2-Cyano-1,2,3,6-tetrahydropyridines 2b-d, with a functionalized C-4 substituent, were prepared from the corresponding pyridinium salts by sodium borohydride reduction in the presence of sodium cyanide.Reaction of these 2-cyanotetrahydropyridines with indolylmagnesium iodide afforded 3-(1,2,3,6-tetrrahydro-2-pyridyl)indoles 3b-d.Alternatively, 3c and 3d were prepared in excellent yield by condensation of 2-cyanotetrahydropyridines 2c and 2d with indole in acetic acid medium.Deethyldasycarpidone was obtained from 3b in poor or moderate yields by three alternative procedures and from 3c in a three-step sequence.The preparation of deethyldasycarpidone from 2-cyanotetrahydropyridine 2c via the (tetrahydropyridyl)indole 3c constitutes an improved synthesis of this tetracyclic ring system.Similarly, 20-deethyl-4-demethyldasycarpidone was obtained from (tetrahydropyridyl)indole 3d.
