Application In Synthesis of 4-(Piperazin-1-yl)phenol. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 4-(Piperazin-1-yl)phenol, is researched, Molecular C10H14N2O, CAS is 56621-48-8, about Syntheses and radiofluorination of two derivatives of 5-cyano-indole as selective ligands for the dopamine subtype-4 receptor.
Two fluoroethoxy derivatives, namely 2-{4-[2-(2-fluoroethoxy)phenyl]piperazin-1-ylmethyl}indole-5-carbonitrile (I) and 2-{4-[4-(2-fluoroethoxy)phenyl]piperazin-1-ylmethyl}indole-5-carbonitrile (II) were synthesized as analogs of the selective D4 receptor ligand 2-[4-(4-fluorophenyl)piperazin-1-ylmethyl]indole-5-carbonitrile (FAUC 316). In vitro characterization using CHO-cells expressing different dopamine receptor subtypes gave Ki = 2.1 and 9.9 nM of I and II, resp., for the dopamine D4 subtype and displayed a 420-fold D4-selectivity over D2 receptors for II. Candidate II revealed substantially reduced α1 and serotoninergic binding affinities in comparison to I. To provide potential PET imaging probes for the dopamine D4 receptor, 18F-labeling conditions using [18F]fluoroethyl tosylate were optimized and led to radiochem. yields of 81 ± 5% (18F-I) and 47 ± 4% (18F-II) (n = 3, decay-corrected, referred to labeling agent), resp. Thus, 18F-fluoroethylation favorably at the para position of the phenylpiperazine moiety of the 5-cyanoindole framework proved to be tolerated by D4 receptors and could also be applied to alternative scaffolds to develop D4 radioligand candidates for PET with improved D4 receptor affinity and selectivity.
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