1096535-75-9Relevant academic research and scientific papers
C4-SUBSTITUTED ALPHA-KETO OXAZOLES
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Page/Page column 44, (2010/01/12)
The invention provides a series of C4-substituted oxazole compounds having an alpha keto side chain at the 2 position, for example, compounds of formula I. The compounds can inhibit fatty acid amide hydrolase and can be useful for treatment of malconditions modulated by fatty acid amide hydrolase. The invention further provides methods of making compounds of formula I, useful intermediates in the preparation of compounds of formula I, and methods of using compounds of formula I and compositions thereof.
Exploration of a fundamental substituent effect of α-ketoheterocycle enzyme inhibitors: Potent and selective inhibitors of fatty acid amide hydrolase
DeMartino, Jessica K.,Garfunkle, Joie,Hochstatter, Dustin G.,Cravatt, Benjamin F.,Boger, Dale L.
supporting information; experimental part, p. 5842 - 5846 (2009/05/31)
A series of C4 substituted α-ketooxazoles were examined as inhibitors of the serine hydrolase fatty acid amide hydrolase in efforts that further define and generalize a fundamental substituent effect on enzyme inhibitory potency. Thus, a plot of the Hammett σm versus -log Ki provided a linear correlation (R2 = 0.90) with a slope of 3.37 (ρ = 3.37), that is of a magnitude that indicates that of the electron-withdrawing character of the substituent dominates its effects (a one unit change in σm provides a >1000-fold change in Ki).
