New long-chain 4-substituted piperazines linked to a thienopyrimidine or a quinazoline system weresynthesized and tested for their binding properties on human cloned 5-HT1Aand 5-HT7serotonin receptors. Some structural modifications, concerning tree main portions, that is, terminal fragment, chainlength, and aryl substituents, were examined. The 2- and 3-substituted thienopyrimidinone and quinazolinone systems were selected as terminal fragment and a chain length of four or five methylene unitswas set. Explored aryl substituents were phenyl, phenylmethyl, 3- or 4-chlorophenyl, and 2-ethoxyphenyl. Title compounds showed affinity for 5-HT1A and 5-HT7 receptors. In particular, 2-ethoxyphenylderivatives40and45displayedKivalues in the nanomolar range on both receptors, acting as dual ligands.

Synthesis and binding properties of new long-chain 4-substituted piperazine derivatives as 5-HT1A and 5-HT7 receptor ligands

MODICA, Maria Nunziata;INTAGLIATA S;PITTALA', Valeria;SALERNO, Loredana;SIRACUSA, Maria Angela;ROMEO, Giuseppe
2015-01-01

Abstract

New long-chain 4-substituted piperazines linked to a thienopyrimidine or a quinazoline system weresynthesized and tested for their binding properties on human cloned 5-HT1Aand 5-HT7serotonin receptors. Some structural modifications, concerning tree main portions, that is, terminal fragment, chainlength, and aryl substituents, were examined. The 2- and 3-substituted thienopyrimidinone and quinazolinone systems were selected as terminal fragment and a chain length of four or five methylene unitswas set. Explored aryl substituents were phenyl, phenylmethyl, 3- or 4-chlorophenyl, and 2-ethoxyphenyl. Title compounds showed affinity for 5-HT1A and 5-HT7 receptors. In particular, 2-ethoxyphenylderivatives40and45displayedKivalues in the nanomolar range on both receptors, acting as dual ligands.
2015
Serotonin; 5-HT1A; 5-HT7; Ligands; Binding properties
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.11769/17279
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