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• W2048280135 endingPage "4012" @default.
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• W2048280135 abstract "The dopamine D3 receptor (D3R) is a target of pharmacotherapeutic interest in a variety of neurological disorders including schizophrenia, Parkinson’s disease, restless leg syndrome, and drug addiction. A common molecular template used in the development of D3R-selective antagonists and partial agonists incorporates a butylamide linker between two pharmacophores, a phenylpiperazine moiety and an extended aryl ring system. The series of compounds described herein incorporates a change to that chemical template, replacing the amide functional group in the linker chain with a 1,2,3-triazole group. Although the amide linker in the 4-phenylpiperazine class of D3R ligands has been previously deemed critical for high D3R affinity and selectivity, the 1,2,3-triazole moiety serves as a suitable bioisosteric replacement and maintains desired D3R-binding functionality of the compounds. Additionally, using mouse liver microsomes to evaluate CYP450-mediated phase I metabolism, we determined that novel 1,2,3-triazole-containing compounds modestly improves metabolic stability compared to amide-containing analogues. The 1,2,3-triazole moiety allows for the modular attachment of chemical subunit libraries using copper-catalyzed azide-alkyne cycloaddition click chemistry, increasing the range of chemical entities that can be designed, synthesized, and developed toward D3R-selective therapeutic agents." @default.
• W2048280135 created "2016-06-24" @default.
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• W2048280135 date "2015-07-01" @default.
• W2048280135 modified "2023-10-14" @default.
• W2048280135 title "Using click chemistry toward novel 1,2,3-triazole-linked dopamine D3 receptor ligands" @default.
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• W2048280135 doi "https://doi.org/10.1016/j.bmc.2015.01.017" @default.
• W2048280135 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/4468002" @default.
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