18501-20-7Relevant academic research and scientific papers
Design, synthesis and biological evaluation of new pyrazolyl-ureas and imidazopyrazolecarboxamides able to interfere with MAPK and PI3K upstream signaling involved in the angiogenesis
Meta, Elda,Brullo, Chiara,Sidibe, Adama,Imhof, Beat A.,Bruno, Olga
, p. 24 - 35 (2017/04/06)
Taking into account the structure activity relationship information given by our previous studies, we designed and synthesized a small library of pyrazolylureas and imidazopyrazolecarboxamides fluorinated on urea moiety and differently decorated on pyrazo
1-Methyl and 1-(2-hydroxyalkyl)-5-(3-alkyl/cycloalkyl/phenyl/naphthylureido)-1H-pyrazole-4-carboxylic acid ethyl esters as potent human neutrophil chemotaxis inhibitors
Bruno, Olga,Brullo, Chiara,Bondavalli, Francesco,Schenone, Silvia,Spisani, Susanna,Falzarano, Maria Sofia,Varani, Katia,Barocelli, Elisabetta,Ballabeni, Vigilio,Giorgio, Carmine,Tognolini, Massimiliano
scheme or table, p. 3379 - 3387 (2009/09/27)
In this paper we report the synthesis and the chemotaxis inhibitory activity of a number of 1H-pyrazole-4-carboxylic acid ethyl esters 2 functionalized in N1 with a methyl group or different hydroxyalkyl chains and in position 5 with a series of 3-substituted urea groups. These compounds were designed as development of previous pyrazole-urea derivatives that resulted potent IL8-induced neutrophil chemotaxis inhibitors in vitro. Most of the new compounds revealed a potent inhibition of both IL8- and fMLP-OMe-stimulated neutrophil chemotaxis. The most active compounds in the fMLP-OMe induced chemotaxis test showed IC50 in the range 0.19 nM-2 μM; but we observed a very strong inhibition in the IL8-induced chemotaxis test, having the most active compounds IC50 at pM concentrations. In vivo compounds 2e and 2f, although to a lesser extent, at 50 mg/kg os decreased granulocyte infiltration in zymosan-induced peritonitis in mice.
