Thiophene derivatives: A new series of potent norepinephrine and serotonin reuptake inhibitors

被引：18
作者：
Zhang, A
Zhou, GC
Rong, SB
Johnson, KM
Zhang, M
Kozikowski, AP
机构：
[1] Georgetown Univ, Med Ctr, Dept Neurol, Drug Discovery Program, Washington, DC 20007 USA
[2] Univ Texas, Med Branch, Dept Pharmacol & Toxicol, Galveston, TX 77555 USA
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2002年 / 12卷 / 07期
关键词：
D O I：
10.1016/S0960-894X(02)00103-8
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A series of (1S,3S,6R,10S)-(Z)-9-(thienylmethylene- or substituted thienylmethylene)-7-azatricyclo[4.3.1.0(3.7)]decanes was prepared and evaluated for the ability to block dopamine, serotonin, and norepinephrine reuptake by their respective transporters. Compound 5b is a NET-selective inhibitor, 5c is a mixed NET- and SERT-selective inhibitor, while 11 is a SERT-selective inhibitor. (C) 2002 Elsevier Science Ltd. All rights reserved.
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收藏
页码：993 / 995
页数：3
相关论文
共 19 条
  • [1] Changes in serotonin and norepinephrine uptake sites after chronic cocaine: Pre- vs post-withdrawal effects
    Belej, T
    Manji, D
    Sioutis, S
    Barros, HMT
    Nobrega, JN
    [J]. BRAIN RESEARCH, 1996, 736 (1-2) : 287 - 296
  • [2] Pharmacotherapies for treatment of cocaine abuse: Preclinical aspects
    Carroll, FI
    Howell, LL
    Kuhar, MJ
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (15) : 2721 - 2736
  • [3] Pharmacophore-based discovery of 3,4-disubstituted pyrrolidines as a novel glass of monoamine transporter inhibitors
    Enyedy, IJ
    Zaman, WA
    Sakamuri, S
    Kozikowski, AP
    Johnson, KM
    Wang, SM
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (09) : 1113 - 1118
  • [4] Novel conformationally constrained tropane analogues by 6-endo-trig radical cyclization and Stille coupling -: Switch of activity toward the serotonin and/or norepinephrine transporter
    Hoepping, A
    Johnson, KM
    George, C
    Flippen-Anderson, J
    Kozikowski, AP
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (10) : 2064 - 2071
  • [5] 2-BETA-SUBSTITUTED ANALOGS OF COCAINE - SYNTHESIS AND INHIBITION OF BINDING TO THE COCAINE RECEPTOR
    LEWIN, AH
    GAO, YG
    ABRAHAM, P
    BOJA, JW
    KUHAR, MJ
    CARROLL, FI
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (01) : 135 - 140
  • [6] LLORD EJ, 1986, J MED CHEM, V29, P453
  • [7] A HIGHLY SPECIFIC ALDOSE REDUCTASE INHIBITOR, ETHYL 1-BENZYL-3-HYDROXY-2(5H)-OXOPYRROLE-4-CARBOXYLATE, AND ITS CONGENERS
    MYLARI, BL
    BEYER, TA
    SIEGEL, TW
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (03) : 1011 - 1018
  • [8] Pharmacophore-based discovery, synthesis, and biological evaluation of 4-phenyl-1-arylalkyl piperidines as dopamine transporter inhibitors
    Sakamuri, S
    Enyedy, IJ
    Kozikowski, AP
    Zaman, WA
    Johnson, KM
    Wang, SM
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (04) : 495 - 500
  • [9] Synthesis of 2-alkyl-3-aryl-substituted quinuclidines as novel dopamine transporter inhibitors
    Sakamuri, S
    Enyedy, IJ
    Kozikowski, AP
    Wang, SM
    [J]. TETRAHEDRON LETTERS, 2000, 41 (51) : 9949 - 9952
  • [10] Chemistry, design, and structure-activity relationship of cocaine antagonists
    Singh, S
    [J]. CHEMICAL REVIEWS, 2000, 100 (03) : 925 - 1024
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