Structure–activity relationships in a series of NPY Y5 antagonists: 3-amido-9-ethylcarbazoles, core-modified analogues and amide isosteres

…, JA LaFlamme, RM Oliver, PA DaSilva-Jardine…

Index: Hammond, Marlys; Elliott, Richard L.; Gillaspy, Melissa L.; Hager, David C.; Hank, Richard F.; LaFlamme, Janet A.; Oliver, Robert M.; DaSilva-Jardine, Paul A.; Stevenson, Ralph W.; Mack, Christine M.; Cassella, James V. Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 12 p. 1989 - 1992

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Citation Number: 23

Abstract

Beginning with carbazole 1a, the amide and alkyl substituents were optimized to maintain potency while adding solubilizing groups. Efforts to replace the 3–amino-9-ethylcarbazole core, a known carcinogen, used the SAR generated in the carbazole series for guidance and led to the synthesis of a number of core-modified analogues. In addition, an isosteric series, in which the amide was replaced with an imidazole, was prepared. Two potent new ...