title: Studies towards the next generation of antidepressants. Part 4: derivatives of 4-(5-fluoro-1H-indol-3-yl)cyclohexylamine with affinity for the serotonin transporter and the 5-HT1A receptor.
abstract: Derivatives of the serotonin reuptake inhibitor 4-(5-fluoro-1H-indol-3-yl)cyclohexylamine, in which serotonin 1A (5-HT(1A)) receptor pharmacophoric elements are incorporated, are reported. Analogs exhibiting affinity for both the serotonin transporter and the 5-HT(1A) receptor are described. Compounds containing 1-(4-indolyl)piperazine and 2-(1H-indol-4-yloxy)ethylamine are promising leads for further SAR studies.
authors.affiliation: Chemical and Screening Sciences, Wyeth Research, CN 8000, Princeton, NJ 08543, USA. evrardd@wyeth.com
authors.forename: Deborah A
authors.initials: DA
authors.lastname: Evrard
authors.forename: Ping
authors.initials: P
authors.lastname: Zhou
authors.forename: Soo Y
authors.initials: SY
authors.lastname: Yi
authors.forename: Dahui
authors.initials: D
authors.lastname: Zhou
authors.forename: Deborah L
authors.initials: DL
authors.lastname: Smith
authors.forename: Kelly M
authors.initials: KM
authors.lastname: Sullivan
authors.forename: Geoffrey A
authors.initials: GA
authors.lastname: Hornby
authors.forename: Lee E
authors.initials: LE
authors.lastname: Schechter
authors.forename: Terrance H
authors.initials: TH
authors.lastname: Andree
authors.forename: Richard E
authors.initials: RE
authors.lastname: Mewshaw
mesh_terms: D000928:Antidepressive Agents / Q000138:chemical synthesis* / Q000737:chemistry; D003514:Cyclohexylamines / Q000138:chemical synthesis* / Q000737:chemistry; D015195:Drug Design; D005021:Ethylamines; D006801:Humans; D008562:Membrane Glycoproteins / Q000737:chemistry*; D026901:Membrane Transport Proteins / Q000737:chemistry*; D009419:Nerve Tissue Proteins / Q000737:chemistry*; D010879:Piperazines; D011485:Protein Binding; D044282:Receptor, Serotonin, 5-HT1A / Q000737:chemistry*; D050486:Serotonin Plasma Membrane Transport Proteins; D017367:Selective Serotonin Reuptake Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D013329:Structure-Activity Relationship
chemical_list: D000928:Antidepressive Agents; D003514:Cyclohexylamines; D005021:Ethylamines; D008562:Membrane Glycoproteins; D026901:Membrane Transport Proteins; D009419:Nerve Tissue Proteins; D010879:Piperazines; D044282:Receptor, Serotonin, 5-HT1A; D050486:Serotonin Plasma Membrane Transport Proteins; D017367:Selective Serotonin Reuptake Inhibitors; C493230:SLC6A4 protein, human