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ID: ALA1152386

Journal: Bioorg Med Chem Lett

Title: Novel and potent inhibitors of stearoyl-CoA desaturase-1. Part II: Identification of 4-ethylamino-3-(2-hydroxyethoxy)-N-[5-(3-trifluoromethylbenzyl)thiazol-2-yl]benzamide and its biological evaluation.

Authors: Uto Y, Ogata T, Kiyotsuka Y, Miyazawa Y, Ueno Y, Kurata H, Deguchi T, Yamada M, Watanabe N, Takagi T, Wakimoto S, Okuyama R, Konishi M, Kurikawa N, Kono K, Osumi J.

Abstract: The continuing investigation of SAR studies of 3-(2-hydroxyethoxy)-N-(5-benzylthiazol-2-yl)-benzamides as stearoyl-CoA desaturase-1 (SCD-1) inhibitors is reported. Our prior hit-to-lead effort resulted in the identification of 1a as a potent and orally efficacious SCD-1 inhibitor. Further optimization of the structural motif resulted in the identification of 4-ethylamino-3-(2-hydroxyethoxy)-N-[5-(3-trifluoromethylbenzyl)thiazol-2-yl]benzamide (37c) with sub nano molar IC(50) in both murine and human SCD-1 inhibitory assays. This compound demonstrated a dose-dependent decrease in the plasma desaturation index in C57BL/6J mice on a non-fat diet after 7 days of oral administration.

CiteXplore: 19541482

DOI: 10.1016/j.bmcl.2009.05.123