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50, 3 nM) have been reported as a patent (DE 19615232). We thank the referee who called our attention to this information. Other N-substituted-3-arylpyrrolidine derivatives with different pharmacological behavior have been reported from Abbott laboratories, see: (a) Zelle RE, Hancock AA, Buchner SA, Basha FZ, Tietje K, DeBernardis JF, Meyer MD. Bioorg. Med. Chem. Lett. 1994:4;1319-1322.
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2O, the organic phase was washed with brine, dried over magnesium sulfate, and concentrated in vacuo. Purification of the residue by column chromatography on silica gel (eluent: 10% ethyl acetate in hexanes) afforded the product 3a in 78% yield (685 mg).
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3, 75 MHz): δ 170.8, 146.1, 140.1, 136.9, 130.1, 128.8, 128.5, 127.7, 127.4, 126.5, 125.8, 62.7, 60.6, 55.0, 49.2, 43.8, 43.5, 33.8, 26.8, 26.0, 25.0.
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All the compounds tested were racemic. The binding study for enantiopure (R)-6c and (S)-6c, synthesized in a different approach, indicated that the (S)-isomer was about twice potent than the (R)-isomer: Unpublished results.
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2 of rat striatum. Specific binding was measured by subtracting nonspecific binding out of total binding. Nonspecific binding was measured in the presence of specified concentrations of each non-labeled ligands under the same condition as that for measuring total binding.
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