Several compound with high affinity for 5-HT7 receptors were identified. 1,2,3,4-tetrahydronaphthalenyl nucleus was preferred, and (iii) the substitution pattern of the aryl ring linked to the piperazine ring played a crucial role. In relation to 5-HT7 receptor affinity, receptor binding studies indicated that (i) the optimal alkyl chain length was five methylenes, (ii) an unsubstituted. Read moreĪ series of N-(1,2,3,4-tetrahydronaphthalen-1-yl)-4-aryl-1-piperazinealkylamides was prepared and their affinity for serotonin (5-hydroxytryptamine, 5-HT) 5-HT7, 5-HT(1A), and 5-HT(2A) receptors was measured by in vitro binding assays. 5-HT1A and 5-HT7 receptor binding constants were the highest for the 2-methoxyphenyl ligand 2c, while the 3-chlorophenyl ligand 3b was most active for 5-HT2A receptors. Regarding 5-HT2A receptors, increased activity of ligands was changed in reverse order to the affinity for 5-HT1A, i.e.2 < 1 < 3.

In respect of salicylamide moieties, binding affinities for 5-HT1A and 5-HT7 receptors increase according to the rank of derivatives 3 < 1 < 2, for the same arylpiperazines.

Compounds 3 were prepared by hydrolysis of 1. 1,3-benzoxazine-2,4-dione or salicylamide with 1,3-dibromopropane and next by condensation of 3-bromopropyl intermediates with arylpiperazines syntheses of 3-bromopropyl intermediates were performed in solvent-free conditions. Target compounds 1 and 2 were prepared by a two-step procedure, i.e. The 1-arylpiperazine series of N-substituted 1,3-benzoxazine-2,4-diones as well as O- and N-substituted salicylamides with an n-propyl chain were synthesized in order to explore the effect of cyclic and acyclic salicylamide moieties on their binding affinity for 5-HT1A, 5-HT2A and 5-HT7 receptor sites.

Hack mirc 7.43