Synthesis and in-vitro pharmacological evaluation of new 5-HT1A receptor ligands containing a benzotriazinone nucleus

被引：25

作者：

Fiorino, Ferdinando ^{[1
]}

Severino, Beatrice ^{[1
]}

De Angelis, Francesca ^{[1
]}

Perissutti, Elisa ^{[1
]}

Frecentese, Francesco ^{[1
]}

Massarelli, Paola ^{[2
]}

Bruni, Giancarlo ^{[2
]}

Collavoli, Elga ^{[2
]}

Santagada, Vincenzo ^{[1
]}

Caliendo, Giuseppe ^{[1
]}

机构：

[1] Univ Naples Federico 2, Dipartimento Chim Farmaceut & Tossicol, I-4980131 Naples, Italy

[2] Univ Siena, Dipartimento Farmacol G Segre, I-53100 Siena, Italy

来源：

ARCHIV DER PHARMAZIE | 2008年 / 341卷 / 01期

关键词：

benzotriazinone; microwave-assisted synthesis; 5-HT receptors; serotonin;

D O I：

10.1002/ardp.200700151

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

This paper reports the microwave-assisted synthesis and the binding assays on the 5-HT1A, 5-HT2A and 5-HT2C receptors of new benzotriazinone derivatives, in order to identify selective ligands for the 5-HT1A subtype receptor. Conventional and microwave heating of the reactions were compared. Good yields and short reaction times are the main advantages of our synthetic route. More active compounds were selected and further evaluated for their binding affinities on D-1, D-2 dopaminergic and alpha(1), alpha(2) adrenergic receptors. The 3-(2-(4-(naphthalen-1-yl)piperazin-1-yl)ethyl)benzo[d][1,2,3]triazin-4(3H)-one 5 with K-i = 0.000178 nM was the most active and selective derivative for the 5-HT1A receptor with respect to other serotonin receptors and the most selective derivative compared to dopaminergic and adrenergic receptors.

引用

页码：20 / 27

页数：8

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