Acid Bioisosteres
A recent publication Bioorganic & Medicinal Chemistry Letters 18 (2008) 6501–6504, identified Benzhydroxamic acid esters as excellent bioisosteric replacements for anthranilic acids, they speculate the esters are more resistant to metabolic processes within the cells such as hydrolysis and O-glucuronidation leading to a lower rate of metabolic degradation of parent compounds. The hydroxamic acid ester also has the option of modifying physicochemical properties. This work lead to the clinical candidate N-(2,3-dihydroxy-propoxy)-3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-benzamide PD 0325901.
Last Update 12 November 2011
Simple Bioisosteres
Carbonyl Bioisosteres
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