1337537-47-9Relevant articles and documents
Synthesis and structure-activity relationship studies in translocator protein ligands based on a pyrazolo[3,4-b]quinoline scaffold
Cappelli, Andrea,Bini, Giulia,Valenti, Salvatore,Giuliani, Germano,Paolino, Marco,Anzini, Maurizio,Vomero, Salvatore,Giorgi, Gianluca,Giordani, Antonio,Stasi, Luigi Piero,Makovec, Francesco,Ghelardini, Carla,Di Cesare Mannelli, Lorenzo,Concas, Alessandra,Porcu, Patrizia,Biggio, Giovanni
, p. 7165 - 7175 (2011/12/04)
As a further development of our large program focused on the medicinal chemistry of translocator protein [TSPO (18 kDa)] ligands, a new class of compounds related to alpidem has been designed using SSR180575, emapunil, and previously published pyrrolo[3,4-b]quinoline derivatives 9 as templates. The designed compounds were synthesized by alkylation of the easily accessible 4-methyl-2-phenyl-1H-pyrazolo[3,4-b]quinolin-3(2H)-one derivatives 13-15 with the required bromoacetamides. Along with the expected 2-(4-methyl-3-oxo-2- phenyl-2,3-dihydro-1H-pyrazolo[3,4-b]quinolin-1-yl)acetamide derivatives 10, 2-(4-methyl-3-oxo-2-phenyl-2H-pyrazolo[3,4-b]quinolin-9(3H)-yl)acetamide isomers 11 were isolated and characterized. The high TSPO affinity shown by new pyrazolo[3,4-b]quinoline derivatives 10 and especially 11 leads the way to further expand the chemical diversity in TSPO ligands and provides new templates and structure-affinity relationship data potentially useful in the design of new anxiolytic and neuroprotective agents.
