Abstract
A series of phenylpiperazine-methyl-substituted 1H-pyrrolo[2,3-c]pyridine, imidazo[1,2-c]-, pyrrolo[2,3-d]- and pyrrolo[3,2-d]pyrimidines were prepared as selective dopamine D4-ligands. The pyrrolo[2,3-d]pyrimidine derivatives 12d (K(i)=1,9 nM) and 34 d (K(i)=2,4 nM) as well as the pyrrolo[3,2-d]pyrimidine Mannich base 49f (K(i)=2,8 nM) showed high dopamine D4 receptor activity superior to the atypical antipsychotic agent clozapine.
MeSH terms
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Animals
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Antipsychotic Agents / chemical synthesis
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Antipsychotic Agents / chemistry*
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Antipsychotic Agents / pharmacology*
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CHO Cells
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Cattle
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Clozapine / pharmacology
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Cricetinae
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Cricetulus
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Humans
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Molecular Structure
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Piperazines / chemical synthesis
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Piperazines / chemistry
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Piperazines / pharmacology
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Protein Binding
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Pyrimidines / chemical synthesis
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Pyrimidines / chemistry*
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Pyrimidines / pharmacology*
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Receptors, Dopamine / metabolism
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Receptors, Dopamine D4 / metabolism*
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Structure-Activity Relationship
Substances
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Antipsychotic Agents
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Piperazines
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Pyrimidines
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Receptors, Dopamine
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Receptors, Dopamine D4
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Clozapine
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phenylpiperazine