19989-35-6Relevant academic research and scientific papers
Generation and Trapping of 4-Methylene-5-(bromomethylene)-4,5-dihydrothiazole with Dienophiles
Hariri, Mouaffak Al,Jouve, Karine,Pautet, Félix,Domard, Monique,Fenet, Bernard,Fillion, Houda
, p. 405 - 410 (1997)
4-(Bromomethyl)-5-(dibromomethyl)thiazole (1) was prepared in good yields by bromination of 4,5-dimethylthiazole with 3.3 equiv of NBS in the presence of AIBN. Treatment of 1 with sodium iodide led to a thiazole o-quinodimethane 2 which was trapped in sit
NOVEL PYRAZOLE DERIVATIVE AS ALK5 INHIBITOR AND USES THEREOF
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, (2019/05/16)
The present disclosure relates to a novel substituted pyrazole derivative having an effect of inhibiting serine/threonine kinase activity targeting receptor ALK5 of TGF-β, and a pharmaceutical composition including the compound of the present disclosure as an active ingredient may be useful in preventing and/or treating cancers, autoimmune diseases, fibrotic diseases, inflammatory diseases, neurodegenerative diseases, infectious diseases, pulmonary diseases, cardiovascular diseases or metabolic diseases, or other diseases associated with a decrease in TGF family signaling activity.
CYCLIC SULFAMIDE COMPOUNDS AND METHODS OF USING SAME
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Page/Page column 298, (2018/09/21)
The present disclosure provides, in part, cyclic sulfamide compounds, and pharmaceutical compositions thereof, useful as modulators of Hepatitis B (HBV) core protein, and methods of treating Hepatitis B (HBV) infection.
GLYCOSIDASE INHIBITORS
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Page/Page column 98-99, (2016/03/22)
Compounds of formula (I) wherein A, R, W, Q, n and m have the meaning according to the claims can be employed, inter alia, for the treatment of tauopathies and Alzheimer's disease.
Development of new highly potent imidazo[1,2-b[pyridazines targeting Toxoplasma gondii calcium-dependent protein kinase 1
Moine, Espérance,Dimier-Poisson, Isabelle,Enguehard-Gueiffier, Cécile,Logé, Cédric,Pénichon, Mélanie,Moiré, Nathalie,Delehouzé, Claire,Foll-Josselin, Beátrice,Ruchaud, Sandrine,Bach, Stéphane,Gueiffier, Alain,Debierre-Grockiego, Fran?oise,Denevault-Sabourin, Caroline
, p. 80 - 105 (2015/11/02)
Using a structure-based design approach, we have developed a new series of imidazo[1,2-b]pyridazines, targeting the calcium-dependent protein kinase-1 (CDPK1) from Toxoplasma gondii. Twenty derivatives were thus synthesized. Structure-activity relationships and docking studies confirmed the binding mode of these inhibitors within the ATP binding pocket of TgCDPK1. Two lead compounds (16a and 16f) were then identified, which were able to block TgCDPK1 enzymatic activity at low nanomolar concentrations, with a good selectivity profile against a panel of mammalian kinases. The potential of these inhibitors was confirmed in vitro on T. gondii growth, with EC50 values of 100 nM and 70 nM, respectively. These best candidates also displayed low toxicity to mammalian cells and were selected for further in vivo investigations on murine model of acute toxoplasmosis.
Unexpected formation of aryl ketones by palladium-catalyzed coupling of aryl bromides with vinylic acetates
Jean, Mickael,Renaulty, Jacques,Uriac, Philippe,Capet, Marc,Van De Weghe, Pierre
, p. 3623 - 3625 (2008/02/12)
A palladium-catalyzed coupling reaction of aryl bromides with vinylic acetates in the presence of tributyitin methoxide has been described. Unexpected formation of aryl ketones was obtained. Preliminary mechanistic studies indicated that the reaction proceeded by the addition of the aryl moiety in the coordination sphere of palladium to a ketene.
Generation and Diels-Alder trapping of 4,5-bis(bromomethylene)-4,5-dihydrothiazole
Jouve, Karine,Pautet, Felix,Domard, Monique,Fillion, Houda
, p. 2047 - 2050 (2007/10/03)
Treatment of 4,5-bis(dlbromomethyl)thiazole (1a) with sodium iodide in DMF led to 4,5-bis(bromomethylene)-4,5-dihydrothiazole (2a). Trapping the latter in situ with dienophiles afforded directly the aromatized cycloadducts. Starting with 5-hydroxynaphthoquinone or its 2- and 3-bromo derivatives 6 gave a mixture of the tetracyclic quinones 10 + 11 from which the 1,6-regioisomer 10 predominates. Using acrylate dienophiles gave 6-substituted benzothiazoles 13 as the major products. The regiochemistry of the cycloadditions between 2a and naphthoquinones 6 agrees with the predictions of the frontier molecular orbital theory. In contrast, the regioselectivity observed from 2a and acrylate dienophiles 12, similar to that previously obtained with 5-bromomethylene-4-methylene-4,5-dihydrothiazole (2b), is opposite to that predicted and could be better accomodated by a competitive Michael addition followed by a cyclization-elimination step.
