Synthesis of fluorinated biphenyls via aryne reaction

Synthesis of fluorinated biphenyls via attack of a benzyne by an anion of 3-fluoroanisole.     

Modeling and predicting binding affinity of phencyclidine‐like compounds using machine learning methods

Machine learning methods have always been promising in the science and engineering fields, and the use of these methods in chemistry and drug design has advanced especially since the 1990s. In this study, molecular electrostatic potential (MEP) surfaces of phencyclidine‐like (PCP‐like) compounds are modeled and visualized in order to extract features that are useful in predicting binding affinities. In modeling, the Cartesian coordinates of MEP surface points are mapped onto a spherical self‐organizing map (SSOM). The resulting maps are visualized using electrostatic potential (ESP) values. These values also provide features for a prediction system. Support vector machines and partial least‐squares method are used for predicting binding affinities of compounds. Copyright © 2009 John Wiley & Sons, Ltd.     

Syntheses of fluorinated phencyclidine analogs

Syntheses of several fluorinated phencyclidine (PCP) analogs are described. These compounds are being used to probe PCP binding sites on N-methyl-d-aspartate (NMDA) receptors. The compounds were prepared in good yields by Grignard reaction of appropriate fluorine substituted bromobenzene with carbonitrile intermediates. Syntheses of the known compound 1-[1-(3-fluorophenyl)cyclohexyl]piperidine, and the novel compounds 1-[1-(4-fluorophenyl)cyclohexyl]piperidine, 1-[1-(3-fluorophenyl) cyclohexyl]pyrrolidine, and 1-[1-(4-fluorophenyl)cyclohexyl]pyrrolidine are reported.