Novel pyridyl-fused 3-amino chroman derivatives with dual action at serotonin transporter and 5-HT1A receptor

被引:12
|
作者
Zhou, Dahui
Hatzenbuhler, Nicole T.
Gross, Jonathan L.
Harrison, Boyd L.
Evrard, Deborah A.
Chlenov, Michael
Golembieski, Jeannette
Hornby, Geoffrey
Schechter, Lee E.
Smith, Deborah L.
Andree, Terrance H.
Stack, Gary P.
机构
[1] Wyeth Ayerst Res, Chem & Screening Sci, Princeton, NJ 08543 USA
[2] Wyeth Ayerst Res, Neurosci Discovery Res, Princeton, NJ 08543 USA
关键词
serotonin transporter; 5-HT1A receptor;
D O I
10.1016/j.bmcl.2007.03.049
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Structural modifications of the initial lead, 3-aminochroman (4), led to the identification of a novel series of pyridyl-fused amino chroman derivatives (5-8) and the structural isomers (9-12). The compounds described were evaluated for dual 5-HT transporter inhibitory and 5-HT1A receptor activities. The design strategy, synthesis, and in vitro biological characterization for these novel compounds are described. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3117 / 3121
页数:5
相关论文
共 50 条
  • [31] Concomitant blockade of 5-HT1a receptor and 5-HT transporter: use of Hunter serotonin toxicity criteria in a clinical pharmacology study
    Parks, V.
    Chalon, S.
    Raje, S.
    Plotka, A.
    Philip, A.
    Olivier, N.
    EUROPEAN NEUROPSYCHOPHARMACOLOGY, 2008, 18 : S241 - S242
  • [32] Concomitant blockade of 5-HT1A receptor and 5-HT transporter: Use of the Hunter Serotonin Toxicity Criteria in a clinical pharmacology study
    Parks, V.
    Philipp, A. W.
    Raje, S.
    Plotka, A.
    Schechter, L. E.
    Connell, J.
    Chalon, S.
    EUROPEAN NEUROPSYCHOPHARMACOLOGY, 2012, 22 (02) : 92 - 99
  • [33] Synthesis and evaluation of indoline and indole derivatives as a dual antagonist for 5-HT1A and 5-HT2 receptor.
    Ueno, K
    Sasaki, A
    Kitazawa, N
    Takahashi, K
    Kimura, T
    Kawano, K
    Okabe, T
    Matsunaga, M
    Kubota, A
    Sakai, M
    Shinoda, Y
    Nishizawa, Y
    Yonaga, M
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 219 : U20 - U20
  • [34] Synthesis of novel 5-substituted 3-amino-3,4-dihydro-2H-1-benzopyran derivatives and their interactions with the 5-HT1A receptor
    Hammarberg, E
    Nordvall, G
    Leideborg, R
    Nylöf, M
    Hanson, S
    Johansson, L
    Thorberg, SO
    Tolf, BR
    Jerning, E
    Svantesson, GT
    Mohell, N
    Ahlgren, C
    Westlind-Danielsson, A
    Csöregh, I
    Johansson, R
    JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (15) : 2837 - 2850
  • [35] Synthesis and Dual 5-HT1A/SSRI Activities of Some Novel Arylpiperazine Derivatives of Duloxetine
    Chen, Shao-Rui
    Li, Ai-Jun
    Chen, Ming-Ming
    ASIAN JOURNAL OF CHEMISTRY, 2012, 24 (04) : 1680 - 1684
  • [36] Synthesis and biological evaluation of novel 3-(5-substituted-1H-indol-3-yl) pyrrolidine-2,5-dione derivatives with a dual affinity for serotonin 5-HT1A receptor and SERT
    Wrobel, Martyna Z.
    Chodkowski, Andrzej
    Dawidowski, Maciej
    Siwek, Agata
    Stachowicz, Katarzyna
    Szewczyk, Bernadeta
    Nowak, Gabriel
    Satala, Grzegorz
    Bojarski, Andrzej J.
    Turlo, Jadwiga
    BIOORGANIC CHEMISTRY, 2023, 141
  • [37] Electrophysiological Assessment of Accelerated 5-HT1A Autoreceptor Desensitization in Rats Produced by Vilazodone, a Novel Serotonin Reuptake Inhibitor and 5-HT1A Receptor Partial Agonist
    Ashby, Charles R.
    Kehne, John H.
    Bartoszyk, Gerd D.
    Pierz, Kerri A.
    Renda, Matthew J.
    Athanasiou, Maria A.
    BIOLOGICAL PSYCHIATRY, 2010, 67 (09) : 237S - 238S
  • [38] Design and synthesis of long-chain arylpiperazines with mixed affinity for serotonin transporter (SERT) and 5-HT1A receptor
    Perrone, R
    Berardi, F
    Colabufo, NA
    Lacivita, E
    Larizza, C
    Leopoldo, M
    Tortorella, V
    JOURNAL OF PHARMACY AND PHARMACOLOGY, 2005, 57 (10) : 1319 - 1327
  • [39] Adaptations in pre- and postsynaptic 5-HT1A receptor function and cocaine supersensitivity in serotonin transporter knockout rats
    Judith R. Homberg
    Sietse F. De Boer
    Halfdan S. Raasø
    Jocelien D. A. Olivier
    Mark Verheul
    Eric Ronken
    Alexander R. Cools
    Bart A. Ellenbroek
    Anton N. M. Schoffelmeer
    Louk J. M. J. Vanderschuren
    Taco J. De Vries
    Edwin Cuppen
    Psychopharmacology, 2008, 200 : 367 - 380
  • [40] Neurochemical evaluation of the novel 5-HT1A receptor partial agonist/serotonin reuptake inhibitor, vilazodone
    Hughes, ZA
    Staff, KR
    Langmead, CJ
    Hill, M
    Bartoszyk, GD
    Hagan, JJ
    Middlemiss, DN
    Dawson, LA
    EUROPEAN JOURNAL OF PHARMACOLOGY, 2005, 510 (1-2) : 49 - 57