Pinna, Giovanni and Loriga, Giovanni and Lazzari, Paolo and Ruiu, Stefania and Falzoi, Matteo and Frau, Simona and Pau, Amedeo and Murineddu, Gabriele and Asproni, Battistina and Pinna, Gérard Aimé (2014) Tricyclic pyrazoles. Part 6: Benzofuro[3,2-c]pyrazole: A versatile architecture for CB2 selective ligands. European Journal of Medicinal Chemistry, Vol. 82 , p. 281-292. ISSN 0223-5234. Article.
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A new series of 1H-benzofuro[3,2-c]pyrazole-3-carboxamides was synthesized. The novel compounds (15–24) were evaluated for their affinity to CB2 and CB1 cannabinoid receptors. The synthesis of the title compounds takes advantage of the acid-catalysed thermal cyclization of bicyclic hydrazone ethyl 2-(2-(2,4-dichlorophenyl)hydrazono)-2-(6-methyl-3-oxo-2,3-dihydrobenzofuran-2-yl)acetate to tricyclic ethyl 1-(2,4-dichlorophenyl)-6-methyl-1H-benzofuro[3,2-c]pyrazol-3-carboxylate.
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