1235069-66-5Relevant articles and documents
A microwave-assisted multicomponent protocol for the synthesis of benzofuran-2-carboxamides
Vincetti, Paolo,Brianza, Anna,Scalacci, Nicolò,Costantino, Gabriele,Castagnolo, Daniele,Radi, Marco
, p. 1464 - 1467 (2016)
A fast, versatile and practical microwave-assisted multicomponent protocol for the synthesis of substituted benzofuran-2-carboxamides has been developed. The present method proved to be effective on a series of commercially available amines, 2′-hydroxyacetophenones, aldehydes, and benzonitriles and could be exploited in drug-discovery campaigns for the rapid identification of biologically active hit compounds.
Synthesis of N-phenyl-N-(3-(piperidin-1-yl)propyl)benzofuran-2-carboxamides as new selective ligands for sigma receptors
Marriott, Karla-Sue C.,Morrison, Andrew Z.,Moore, Misty,Olubajo, Olarongbe,Stewart, Leonard E.
, p. 6856 - 6861 (2013/01/15)
Novel benzofuran-2-carboxamide ligands, which are selective for sigma receptors, have been synthesized via a microwave-assisted Perkin rearrangement reaction and a modified Finkelstein halogen-exchange used to facilitate N-alkylation. The ligands synthesized are the 3-methyl-N-phenyl-N-(3-(piperidin- 1-yl)propyl)benzofuran-2-carboxamides (KSCM-1, KSCM-5 and KSCM-11). The benzofuran-2-carboxamide structure was N-arylated and N-alkylated to include both N-phenyl and N-(3-(piperidin-1-yl)propyl substituents, respectively. These new carboxamides exhibit high affinity at the sigma-1 receptor with K i values ranging from 7.8 to 34 nM. Ligand KSCM-1 with two methoxy substituents at C-5 and C-6 of the benzofuran ring, and Ki = 27.5 nM at sigma-1 was found to be more selective for sigma-1 over sigma-2.
