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- W2005346257 abstract "Abstract Carbamates are a well‐established class of fatty acid amide hydrolase (FAAH) inhibitors. Here we describe the synthesis of meta ‐substituted phenolic N ‐alkyl/aryl carbamates and their in vitro FAAH inhibitory activities. The most potent compound, 3‐(oxazol‐2yl)phenyl cyclohexylcarbamate ( 2 a ), inhibited FAAH with a sub‐nanomolar IC 50 value (IC 50 =0.74 n M ). Additionally, we developed and validated three‐dimensional quantitative structure–activity relationships (QSAR) models of FAAH inhibition combining the newly disclosed carbamates with our previously published inhibitors to give a total set of 99 compounds. Prior to 3D‐QSAR modeling, the degree of correlation between FAAH inhibition and in silico reactivity was also established. Both 3D‐QSAR methods used, CoMSIA and GRID/GOLPE, produced statistically significant models with coefficient of correlation for external prediction ( R 2 PRED ) values of 0.732 and 0.760, respectively. These models could be of high value in further FAAH inhibitor design." @default.
- W2005346257 created "2016-06-24" @default.
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- W2005346257 creator A5090323507 @default.
- W2005346257 date "2010-01-26" @default.
- W2005346257 modified "2023-10-17" @default.
- W2005346257 title "3-Heterocycle-Phenyl<i>N</i>-Alkylcarbamates as FAAH Inhibitors: Design, Synthesis and 3D-QSAR Studies" @default.
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