1093098-95-3Relevant academic research and scientific papers
Expedient route to functionalized and water soluble 5-6-5 imidazole-phenyl-thiazole based α-helix mimetics
Cummings, Christopher G.,Hamilton, Andrew D.
, p. 1663 - 1668 (2013/03/13)
A range of small molecule scaffolds have been shown to act as structural and functional mimics of α-helices by mimicking the i, i+4, and i+7 positions, often found at the interface of PPIs. These molecules, though potent, possess complicating features - either low water solubility, or maintenance of conformation by hydrogen-bonding networks. We have addressed these limitations by developing a scaffold with increased water solubility. Herein we present a rapid synthetic pathway to a library of 56 compounds based on a 5-6-5 scaffold, containing an imidazole-phenyl-thiazole core; the route is flexible and allows rapid installation of different substituents via high-yielding Ullman and Suzuki couplings and Hantsch thiazole syntheses.
Synthesis and biological evaluation of a 5-6-5 imidazole-phenyl-thiazole based α-helix mimetic
Cummings, Christopher G.,Ross, Nathan T.,Katt, William P.,Hamilton, Andrew D.
supporting information; experimental part, p. 25 - 28 (2009/06/28)
The development of small molecules that disrupt protein-protein interactions is a key goal in addressing a number of disease states. The α-helix is commonly found at protein interaction interfaces and has been the focus of substantial small molecule mimet
