Title : Structure-activity relationship studies of CNS agents, Part 23: N-(3-phenylpropyl)- and N-[(E)-cinnamyl]-1,2,3,4-tetrahydroisoquinoline mimic 1-phenylpiperazine at 5-HT1A receptors.

Pub. Date : 1995 Jul-Aug

PMID : 7492265






4 Functional Relationships(s)
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1 The 5-HT1A receptor affinities and ionization constants of a set of 1-arylpiperazine (4) 1,2,3,4-tetrahydroisoquinoline (6), and -quinoline (7) containing N-(omega-arylalkyl) or N-(E)-cinnamyl substituents as well as two morpholine derivatives (8a, 8b) were determined. 1,2,3,4-tetrahydroisoquinoline 5-hydroxytryptamine receptor 1A Homo sapiens
2 It was shown that some tetrahydroisoquinoline (6c, 6d) and morpholine (8a) derivatives were 5-HT1A ligands equipotentto 1-phenylpiperazine (4a) and 1,2,3,4,4a,5-hexahydropyrazino [1,2-a]indole (5). 1,2,3,4-tetrahydroisoquinoline 5-hydroxytryptamine receptor 1A Homo sapiens
3 Another, more complex 1,2,3,4-tetrahydroisoquinoline derivative 3, which served as a model compound to confirm the previously reported 5-HT1A binding mode of derivatives 1a-d and 2, had the highest 5-HT1A affinity (Ki = 6.7 +/- 0.5 nM) of all the investigated compounds. 1,2,3,4-tetrahydroisoquinoline 5-hydroxytryptamine receptor 1A Homo sapiens
4 Another, more complex 1,2,3,4-tetrahydroisoquinoline derivative 3, which served as a model compound to confirm the previously reported 5-HT1A binding mode of derivatives 1a-d and 2, had the highest 5-HT1A affinity (Ki = 6.7 +/- 0.5 nM) of all the investigated compounds. 1,2,3,4-tetrahydroisoquinoline 5-hydroxytryptamine receptor 1A Homo sapiens