Abstract
The synthesis of several bioisosteric analogs based on the 3-OH-N1-phenylpiperazine dopamine D2 agonist template (i.e., 4) is described. The indolone (5) and 2-CF3-benzimidazole (13) were observed to have excellent affinity for the D2 receptor. Several D4 selective compounds were also identified. Molecular modeling studies and a putative bioactive conformation are discussed.
MeSH terms
-
Animals
-
Benzimidazoles / chemical synthesis
-
Benzimidazoles / pharmacology
-
Corpus Striatum / drug effects
-
Corpus Striatum / metabolism
-
Corpus Striatum / ultrastructure
-
Dopamine Agents / chemical synthesis*
-
Dopamine Agents / pharmacology*
-
Dopamine Agonists / chemical synthesis
-
Dopamine Agonists / pharmacology
-
Indoles / chemical synthesis
-
Indoles / pharmacology
-
Kinetics
-
Piperazines / chemistry*
-
Piperazines / pharmacology*
-
Psychotropic Drugs / chemical synthesis*
-
Psychotropic Drugs / pharmacology*
-
Rats
-
Receptors, Dopamine D2 / agonists
-
Receptors, Dopamine D2 / metabolism
-
Receptors, Dopamine D3
-
Structure-Activity Relationship
-
Templates, Genetic
Substances
-
Benzimidazoles
-
Dopamine Agents
-
Dopamine Agonists
-
Drd3 protein, rat
-
Indoles
-
Piperazines
-
Psychotropic Drugs
-
Receptors, Dopamine D2
-
Receptors, Dopamine D3
-
phenylpiperazine