Discovery and structure-activity relationships of novel selective norepinephrine and dual serotonin/norepinephrine reuptake inhibitors

被引：30
|
作者：
Boot, J
Cases, M
Clark, BP
Findlay, J
Gallagher, PT
Hayhurst, L
Man, T
Montalbetti, C
Rathmell, RE
Rudyk, H
Walter, MW
Whatton, M
Wood, V
机构：
[1] Eli Lilly & Co, Lilly Res Ctr, Windlesham GU20 6PH, Surrey, England
[2] Evotec OAI, Abingdon OX14 4SD, Oxon, England
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2005年 / 15卷 / 03期
关键词：
monoamine reuptake inhibitors; selective norepinephrine reuptake inhibitor; dual reuptake inhibitor; SAR; serotonin; norepinephrine;
D O I：
10.1016/j.bmcl.2004.11.025
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Novel arylthiomethyl morpholines are potent selective norepinephrine reuptake inhibitors (NERIs) and dual serotonin/ norepinephrine reuptake inhibitors (SRI/NERIs). The target compounds were prepared using a stereochemically versatile synthesis featuring an aldol condensation as the key step. One enantiomer of the 2-methoxy-substituted analogue was found to be a potent and selective norepinephrine reuptake inhibitor, whereas the opposite enantiomer was a potent dual serotonin/norepinephrine reuptake inhibitor. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：699 / 703
页数：5
相关论文
共 50 条
  • [1] Synthesis and structure-activity relationships of selective norepinephrine reuptake inhibitors (sNRI) with a heterocyclic ring constraint
    Hudson, Sarah
    Kiankarimi, Mehrak
    Eccles, Wendy
    Mostofi, Yalda S.
    Genicot, Marc J.
    Dwight, Wesley
    Fleck, Beth A.
    Gogas, Kathleen
    Wade, Warren S.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (16) : 4495 - 4498
  • [2] Structure-activity relationships of chiral selective norepinephrine reuptake inhibitors (sNRI) with increased oxidative stability
    Hudson, Sarah
    Kiankarimi, Mehrak
    Eccles, Wendy
    Dwight, Wesley
    Mostofi, Yalda S.
    Genicot, Marc J.
    Fleck, Beth A.
    Gogas, Kathleen
    Aparicio, Anna
    Wang, Hua
    Wen, Jenny
    Wade, Warren S.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (16) : 4491 - 4494
  • [3] Benzothienyloxy phenylpropanamines, novel dual inhibitors of serotonin and norepinephrine reuptake
    Boot, JR
    Brace, G
    Delatour, CL
    Dezutter, N
    Fairhurst, J
    Findlay, J
    Gallagher, PT
    Hoes, I
    Mahadevan, S
    Mitchell, SN
    Rathmell, RE
    Richards, SJ
    Simmonds, RG
    Wallace, L
    Whatton, MA
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (21) : 5395 - 5399
  • [4] Comparison of the effects of serotonin selective, norepinephrine selective, and dual serotonin and norepinephrine reuptake inhibitors on lower urinary tract function in cats
    Katofiasc, MA
    Nissen, J
    Audia, JE
    Thor, KB
    LIFE SCIENCES, 2002, 71 (11) : 1227 - 1236
  • [5] Structure-activity relationships of norepinephrine reuptake inhibitors with benzothiadiazine dioxide or dihydrosulfostyril cores
    Fensome, Andrew
    Goldberg, Joel
    McComas, Casey C.
    Trybulski, Eugene J.
    Woodworth, Richard P.
    Deecher, Darlene C.
    Whiteside, Garth T.
    Zhang, Puwen
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (05) : 1555 - 1558
  • [6] A novel class of 3-(phenoxy-phenyl-methyl)-pyrrolidines as potent and balanced norepinephrine and serotonin reuptake inhibitors: Synthesis and structure-activity relationships
    Van Orden, Lori Jean
    Van Dyke, Priscilla M.
    Saito, D. Roland
    Church, Timothy J.
    Chang, Ray
    Smith, Jacqueline A. M.
    Martin, William J.
    Jaw-Tsai, Sarah
    Stangeland, Eric L.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2013, 23 (05) : 1456 - 1461
  • [7] Effects of tricyclic antidepressants, selective serotonin reuptake inhibitors, and selective serotonin-norepinephrine reuptake inhibitors on the ocular surface
    Ismayilov, Ayna Sariyeva
    Celikel, Guler
    ARQUIVOS BRASILEIROS DE OFTALMOLOGIA, 2023, 86 (05)
  • [8] Design and Synthesis of Arylamidine Derivatives as Serotonin/Norepinephrine Dual Reuptake Inhibitors
    Wen, Hui
    Qin, Wen
    Yang, Guangzhong
    Guo, Yanshen
    MOLECULES, 2019, 24 (03)
  • [9] Pharmacophore Identidification and Comparison of Serotonin/Norepinephrine Reuptake Inhibitors
    Qin Fang
    Guo Yanshen
    Wen Hui
    Yang Guangzhong
    ACTA CHIMICA SINICA, 2009, 67 (19) : 2258 - 2268
  • [10] N-alkyl-N-arylmethylpiperidin-4-amines:: Novel dual inhibitors of serotonin and norepinephrine reuptake
    Boot, JR
    Boulet, SL
    Clark, BP
    Cases-Thomas, MJ
    Delhaye, L
    Diker, K
    Fairhurst, J
    Findlay, J
    Gallagher, PT
    Gilmore, J
    Harris, JR
    Masters, JJ
    Mitchell, SN
    Naik, M
    Simmonds, RG
    Smith, SM
    Richards, SJ
    Timms, GH
    Whatton, MA
    Wolfe, CN
    Wood, VA
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (10) : 2714 - 2718
12345