N-Arylated pyrrolidin-2-ones and morpholin-3-ones as potassium channel openers

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Abstract

Based on the most stable conformation of ZD6169, a series of N-arylated derivative of oxazolidindione (2), morpholin-3- one (3 5), piperidin-2-one (6), and pyrrolidin-2-one (7 13) was synthesized and evaluated for potassium channel opening activity. In the in-vitro assay , N-(4-benzoylphenyl)-piperidin-2-one (6) and N-(4-benzoylphenyl)-3,3-dimethyl-pyrrolidin-2-one (9) demonstrated potent and selective relaxant activity at the bladder detrusor muscle [IC50, bladder =7.4 and 6.7 μM, respectively; IC50ratio (portal vein/bladder)=41 and 51, respectively]. Copyright © 2002 Elsevier Science Ltd.

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Liang, P. H., Hsin, L. W., & Cheng, C. Y. (2002). N-Arylated pyrrolidin-2-ones and morpholin-3-ones as potassium channel openers. Bioorganic and Medicinal Chemistry, 10(10), 3267–3276. https://doi.org/10.1016/S0968-0896(02)00171-2

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