Synthesis, receptor binding and functional studies of mesoridazine stereoisomers.

Article Details

Citation

Copy to clipboard

Choi S, Haggart D, Toll L, Cuny GD

Synthesis, receptor binding and functional studies of mesoridazine stereoisomers.

Bioorg Med Chem Lett. 2004 Sep 6;14(17):4379-82.

PubMed ID

15357957 [ View in PubMed

]

Abstract

The four stereoisomers of mesoridazine were synthesized and evaluated in D2, 5-HT1A, 5-HT2A, 5-HT2C, D1, and D3 receptor binding and functional assays. Two isomers demonstrated potent D2 receptor binding (Ki < 3 nM) and functional antagonism (IC50 < or = 10 nM) activities. These two isomers also showed moderate affinity for the 5-HT2A and D3 receptors. A third isomer was devoid of significant D2 receptor binding, but did have moderate affinity for the 5-HT2A and D3 receptors. The fourth isomer demonstrated poor affinity for all the receptors tested. Most significantly, the stereochemistry of the sulfoxide moiety played a dominant role in the observed structure-activity relationship (SAR).

DrugBank Data that Cites this Article

Drug Targets

Drug	Target	Kind	Organism	Pharmacological Action	Actions
Mesoridazine	5-hydroxytryptamine receptor 2A	Protein	Humans	Yes	Antagonist	Details
Mesoridazine	Dopamine D2 receptor	Protein	Humans	Yes	Antagonist	Details