title: Bicyclo[2.2.1]heptanes as novel triple re-uptake inhibitors for the treatment of depression.
abstract: A series of substituted naphthyl containing chiral [2.2.1] bicycloheptanes were prepared utilizing asymmetric Diels-Alder chemistry. This paper describes structure-activity relationships in this series. The N-methyl 2-naphthyl analogue (16d) and its des-methyl analogue (17d) are active triple re-uptake inhibitors both in vivo and in vitro.
authors.affiliation: Lilly Research Centre, Erl Wood Manor, Sunninghill Road, Windlesham, Surrey GU20 6PH, UK.
authors.forename: Lorraine
authors.initials: L
authors.lastname: Axford
authors.forename: John R
authors.initials: JR
authors.lastname: Boot
authors.forename: Terrence M
authors.initials: TM
authors.lastname: Hotten
authors.forename: Martine
authors.initials: M
authors.lastname: Keenan
authors.forename: Fionna M
authors.initials: FM
authors.lastname: Martin
authors.forename: Sandra
authors.initials: S
authors.lastname: Milutinovic
authors.forename: Nick A
authors.initials: NA
authors.lastname: Moore
authors.forename: Michael F
authors.initials: MF
authors.lastname: O'Neill
authors.forename: Ian A
authors.initials: IA
authors.lastname: Pullar
authors.forename: David E
authors.initials: DE
authors.lastname: Tupper
authors.forename: Kristel R
authors.initials: KR
authors.lastname: Van Belle
authors.forename: Vincent
authors.initials: V
authors.lastname: Vivien
mesh_terms: D000818:Animals; D000928:Antidepressive Agents / Q000737:chemistry* / Q000378:metabolism / Q000627:therapeutic use; D001665:Binding Sites / Q000187:drug effects / Q000502:physiology; D001643:Bridged Bicyclo Compounds / Q000737:chemistry* / Q000378:metabolism / Q000627:therapeutic use; D003863:Depression / Q000188:drug therapy* / Q000378:metabolism; D051379:Mice; D014179:Neurotransmitter Uptake Inhibitors / Q000737:chemistry* / Q000378:metabolism / Q000627:therapeutic use; D013574:Synaptosomes / Q000187:drug effects / Q000378:metabolism
chemical_list: D000928:Antidepressive Agents; D001643:Bridged Bicyclo Compounds; D014179:Neurotransmitter Uptake Inhibitors; C116378:bicyclo(2.2.1)heptene