[Isochromanes related to fluoxetine].
The structure of fluoxetin (1) led to the substituted 3'-phenyl-1'-isochromanyl-2-ethylamines 4-9. These are synthesized by ring closure of the 1,2-diphenylethanols 2a-c with 3-chloropropanal-diethylacetal/BF3-etherate and reaction of the chlorides 3a-c with amines. The affinities to the 5-HT2A-receptor and the serotonin transporter are tested.
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Institut für Pharmazeutische Chemie, Westfälischen Wilhelms-Universität Münster, Germany.
Heppert
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D002352:Carrier Proteins / Q000378:metabolism; D005473:Fluoxetine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D008562:Membrane Glycoproteins / Q000378:metabolism; D026901:Membrane Transport Proteins; D009419:Nerve Tissue Proteins; D011485:Protein Binding; D044402:Receptor, Serotonin, 5-HT2A; D011985:Receptors, Serotonin / Q000187:drug effects; D050486:Serotonin Plasma Membrane Transport Proteins; D017367:Selective Serotonin Reuptake Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D002352:Carrier Proteins; D005473:Fluoxetine; D008562:Membrane Glycoproteins; D026901:Membrane Transport Proteins; D009419:Nerve Tissue Proteins; D044402:Receptor, Serotonin, 5-HT2A; D011985:Receptors, Serotonin; D050486:Serotonin Plasma Membrane Transport Proteins; D017367:Selective Serotonin Reuptake Inhibitors