Synthesis and activity of 1-aryl-1′-imidazolyl methyl ethers as non-thiol farnesyltransferase inhibitors

…, SL Gwaltney, KW Woods, A Claiborne, X Wang…

Index: Li, Qun; Wang, Gary T.; Li, Tongmei; Gwaltney II, Stephen L.; Woods, Keith W.; Claiborne, Akiyo; Wang, Xilu; Gu, Wendy; Cohen, Jerry; Stoll, Vincent S.; Hutchins, Charles; Frost, David; Rosenberg, Saul H.; Sham, Hing L. Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 21 p. 5371 - 5376

Full Text: HTML

Citation Number: 11

Abstract

A series of imidazole-containing methyl ethers (4–5) have been designed and synthesized as potent and selective farnesyltransferase inhibitors (FTIs) by transposition of the D-ring to the methyl group on the imidazole of the previously reported FTIs 3. Several compounds such as 4h and 5b demonstrate superior enzymatic activity to the current benchmark compound tipifarnib (1) with IC50 values in the lower subnanomolar range, while ...

Related Articles:

Potent farnesyltransferase inhibitors with 1, 4-diazepane scaffolds as novel destabilizing microtubule agents in hormone-resistant prostate cancer

[Millet, Regis; Domarkas, Juozas; Houssin, Raymond; Gilleron, Pauline; Goossens, Jean-Francois; Chavatte, Philippe; Loge, Cedric; Pommery, Nicole; Pommery, Jean; Henichart, Jean-Pierre Journal of Medicinal Chemistry, 2004 , vol. 47, # 27 p. 6812 - 6820]

Preparation of a clinically investigated ras farnesyl transferase inhibitor

[Maligres, Peter E.; Waters, Marjorie S.; Weissman, Steven A.; McWilliams, J. Christopher; Lewis, Stephanie; Cowen, Jennifer; Reamer, Robert A.; Volante; Reider, Paul J.; Askin, David Journal of Heterocyclic Chemistry, 2003 , vol. 40, # 2 p. 229 - 241]

Parallel liquid synthesis of N, N′-Disubstituted 3-amino azepin-2-ones as potent and specific farnesyl transferase inhibitors

[Le Diguarher, Thierry; Ortuno, Jean-Claude; Dorey, Gilbert; Shanks, David; Guilbaud, Nicolas; Pierre, Alain; Fauchere, Jean-Luc; Hickman, John A.; Tucker, Gordon C.; Casara, Patrick J. Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 14 p. 3193 - 3204]

More Articles...