Design and synthesis of benzoxazole derivatives as novel melatoninergic ligands.

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Sun LQ, Chen J, Takaki K, Johnson G, Iben L, Mahle CD, Ryan E, Xu C

Design and synthesis of benzoxazole derivatives as novel melatoninergic ligands.

Bioorg Med Chem Lett. 2004 Mar 8;14(5):1197-200.

PubMed ID

14980664 [ View in PubMed

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Abstract

A novel series of benzoxazole derivatives was synthesized and evaluated as melatoninergic ligands. The binding affinity of these compounds for human MT(1) and MT(2) receptors was determined using 2-[(125)I]-iodomelatonin as the radioligand. The results of the SAR studies in this series led to the identification of compound 28, which exhibited better MT(1) and MT(2) receptor affinities than melatonin itself. This work also established the benzoxazole nucleus as a melatoninergic pharmacophore, which served as an isosteric replacement to the previously established alkoxyaryl core.

DrugBank Data that Cites this Article

Binding Properties

Drug	Target	Property	Measurement	pH	Temperature (°C)
Melatonin	Melatonin receptor type 1A	Ki (nM)	0.4	N/A	N/A	Details
Melatonin	Melatonin receptor type 1B	Ki (nM)	0.3	N/A	N/A	Details