New generation dopaminergic agents. 5. Heterocyclic bioisosteres that exploit the 3-OH-N1-phneylpiperazine dopaminergic template

DOI: 10.1016/S0960-894X(98)00474-0

Source and publish data:

Bioorganic and Medicinal Chemistry Letters p. 2675 - 2680 (1998)

Update date:2022-08-02

Topics:

Authors:

Mewshaw, Richard E.

Verwijs, Antoine

Shi, Xiaojie

McGaughey, Georgia B.

Nelson, James A.

Mazandarani, Hossein

Brennan, Julie A.

Marquis, Karen L.

Coupet, Joseph

Andree, Terrance H.

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Article abstract of DOI:10.1016/S0960-894X(98)00474-0

The synthesis of several bioisoteric 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.

Full text of DOI:10.1016/S0960-894X(98)00474-0

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