32565-14-3Relevant academic research and scientific papers
New One-Pot Synthesis of Polysubstituted Benzofurans and Benzo-1,4-dioxines
Sakhabutdinova,Raskil’dina,Zlotskii,Sultanova
, p. 233 - 236 (2018/11/21)
It has been revealed that the copper(II) triflate catalyzed reaction of ethyl-2-diazo-3-oxobutanoate with phenols followed by cyclization of the intermediate enol in the presence of polyphosphoric acid is a simple and efficient method of synthesis of polysubstituted benzofurans. The use of pyrocatechol leads to the corresponding substituted 1,4-benzodioxine-2-carboxylates as major products.
Original 2-(3-alkoxy-1 H -pyrazol-1-yl)pyrimidine derivatives as inhibitors of human dihydroorotate dehydrogenase (DHODH)
Munier-Lehmann, Hélène,Lucas-Hourani, Marianne,Guillou, Sandrine,Helynck, Olivier,Zanghi, Gigliola,Noel, Anne,Tangy, Frédéric,Vidalain, Pierre-Olivier,Janin, Yves L.
, p. 860 - 877 (2015/01/30)
From a research program aimed at the design of new chemical entities followed by extensive screening on various models of infectious diseases, an original series of 2-(3-alkoxy-1H-pyrazol-1-yl)pyrimidines endowed with notable antiviral properties were found. Using a whole cell measles virus replication assay, we describe here some aspects of the iterative process that, from 2-(4-benzyl-3-ethoxy-5-methyl-1H-pyrazol-1-yl)pyrimidine, led to 2-(4-(2,6-difluorophenoxy)-3-isopropoxy-5-methyl-1H-pyrazol-1-yl)-5-ethylpyrimidine and a 4000-fold improvement of antiviral activity with a subnanomolar level of inhibition. Moreover, recent precedents in the literature describing antiviral derivatives acting at the level of the de novo pyrimidine biosynthetic pathway led us to determine that the mode of action of this series is based on the inhibition of the cellular dihydroorotate dehydrogenase (DHODH), the fourth enzyme of this pathway. Biochemical studies with recombinant human DHODH led us to measure IC50 as low as 13 nM for the best example of this original series when using 2,3-dimethoxy-5-methyl-6-(3-methyl-2-butenyl)-1,4-benzoquinone (coenzyme Q1) as a surrogate for coenzyme Q10, the cofactor of this enzyme.
PYRAZOLE DERIVATIVES AS DIHYDROOROTATE DEHYDROGENASE (DHODH) INHIBITORS
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Page/Page column 83, (2015/11/03)
The present invention relates to compounds of formula (I) for their use in the treatment and/or prevention of auto-immune or auto-immune related diseases, cancer, viral infections, and central nervous system diseases and disorders, by inhibiting human deh
Ion exchange resin catalyzed synthesis of substituted-4-methyl-3-(substituted phenoxy)coumarins
Rathnam,Thatte, Chittaranjan S.,Pise, Abhinay C.
body text, p. 6092 - 6098 (2010/12/19)
Various substituted 2//-1-benzopyran-2-one-4-methyl-3-(substi-tuted phenoxy)compounds have been successfully synthesized by the reaction of ethyl-2-(substituted phenoxy)-3-oxobutanoates (Ia-Id) with re-sorcinol, 4-chloro resorcinol and α-naphthol using io
