A number of 1- and 2-(4-arylpiperazinylalkyl)-4-(benzoyl)-1,2,3-triazole derivatives (1–4) were prepared in order to obtain compounds with a high affinity and selectivity for 5-HT1A receptors. 5-HT1A, 5-HT2A and 5-HT2C affinities were determined by radioligand binding experiments and the most active compounds were also tested for binding affinities on dopaminergic D-1, D-2 and adrenergic á1, á2 receptors. The modification of aromatic substituents, the length of the alkyl chain and its position on the 4-benzoyl-1,2,3-triazole ring were explored. Most of the considered compounds generally showed moderate to high affinity for the 5-HT1A receptor binding site. Three derivatives 2c, 3c and 3e bind to 5-HT1A receptors in the nanomolar range (IC50 values = 2, 7.2 and 2.6 nM respectively). The most active compound, 2c, presented a high degree of selectivity versus all considered receptors. It was found that the benzoyltriazole derivatives 1h and 4c are new selective ligands for 5-HT2A (IC50 = 89 nM) and 5-HT2C receptors (IC50 = 17 nM), respectively.

Synthesis and Binding Affinities for 5-HT1A, 5-HT2A and 5-HT2C receptors of a series of 1- and 2-(4-arylpiperazinylalkyl)-4-(benzoyl)-1,2,3-triazole derivatives / Caliendo, Giuseppe; Fiorino, Ferdinando; Grieco, Paolo; Perissutti, Elisa; Santagada, Vincenzo; Albrizio, Stefania; Spadola, L.; Bruni, G.; Romeo, M. R.. - In: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY. - ISSN 0223-5234. - STAMPA. - 34:(1999), pp. 719-727.

Synthesis and Binding Affinities for 5-HT1A, 5-HT2A and 5-HT2C receptors of a series of 1- and 2-(4-arylpiperazinylalkyl)-4-(benzoyl)-1,2,3-triazole derivatives.

CALIENDO, GIUSEPPE;FIORINO, FERDINANDO;GRIECO, PAOLO;PERISSUTTI, ELISA;SANTAGADA, VINCENZO;ALBRIZIO, STEFANIA;
1999

Abstract

A number of 1- and 2-(4-arylpiperazinylalkyl)-4-(benzoyl)-1,2,3-triazole derivatives (1–4) were prepared in order to obtain compounds with a high affinity and selectivity for 5-HT1A receptors. 5-HT1A, 5-HT2A and 5-HT2C affinities were determined by radioligand binding experiments and the most active compounds were also tested for binding affinities on dopaminergic D-1, D-2 and adrenergic á1, á2 receptors. The modification of aromatic substituents, the length of the alkyl chain and its position on the 4-benzoyl-1,2,3-triazole ring were explored. Most of the considered compounds generally showed moderate to high affinity for the 5-HT1A receptor binding site. Three derivatives 2c, 3c and 3e bind to 5-HT1A receptors in the nanomolar range (IC50 values = 2, 7.2 and 2.6 nM respectively). The most active compound, 2c, presented a high degree of selectivity versus all considered receptors. It was found that the benzoyltriazole derivatives 1h and 4c are new selective ligands for 5-HT2A (IC50 = 89 nM) and 5-HT2C receptors (IC50 = 17 nM), respectively.
1999
Synthesis and Binding Affinities for 5-HT1A, 5-HT2A and 5-HT2C receptors of a series of 1- and 2-(4-arylpiperazinylalkyl)-4-(benzoyl)-1,2,3-triazole derivatives / Caliendo, Giuseppe; Fiorino, Ferdinando; Grieco, Paolo; Perissutti, Elisa; Santagada, Vincenzo; Albrizio, Stefania; Spadola, L.; Bruni, G.; Romeo, M. R.. - In: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY. - ISSN 0223-5234. - STAMPA. - 34:(1999), pp. 719-727.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11588/147170
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