Enantioselective synthesis of cyclothiazide analogues: novel probes of the stereospecific actions of benzothiadiazines at AMPA-type glutamate receptors

…, DK Chalmers, DP Annavajjula, DF Covey

Index: Hu, Yuefei; Yamada, Kelvin A.; Chalmers, David K.; Annavajjula, Durga P.; Covey, Douglas F. Journal of the American Chemical Society, 1996 , vol. 118, # 19 p. 4550 - 4559

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Citation Number: 18

Abstract

The stereospecific interactions of the eight stereoisomers of dihydromethylcyclothiazide, an analogue of cyclothiazide, with AMPA-type glutamate receptors was investigated using electrophysiological methods that measured the ability of each stereoisomer to inhibit AMPA receptor desensitization. The eight stereoisomers were obtained by HPLC separation of four pairs of enantiomerically pure (> 95% ee) diastereomers prepared from (1 R-exo)-,(1 R- ...