European Journal of Medicinal Chemistry p. 551 - 559 (1994)
Update date:2022-08-04
Topics:
Leonardi
Riva
De Toma
Boi
Pennini
Sironi
The synthesis and pharmacological evaluation of a series of pyrrolidine analogues of thymoxamine allowed access to the basic SAR for the aromatic substitution pattern. The results confirm the relevance of the simultaneous presence of the hydroxy and methyl groups on the benzene ring and prompted us to prepare the corresponding indole congener. The principle of the phenol-indol bioisosterism was confirmed by the results obtained. The introduction of the N-(2-methoxyphenyl)piperazine moiety instead of pyrrolidine changed the receptor affinity profile and introduced a good uroselectivity.
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(1993)