2-Amino-5-aryl-pyridines as selective CB2 agonists: Synthesis and investigation of structure-activity relationships

被引：11
|
作者：
Gleave, Robert J. [1 ]
Beswick, Paul J. [1 ]
Brown, Andrew J. [1 ]
Giblin, Gerard M. P. [1 ]
Haslam, Carl P. [1 ]
Livermore, David [1 ]
Moses, Andrew [1 ]
Nicholson, Neville H. [1 ]
Page, Lee W. [1 ]
Slingsby, Brian [1 ]
Swarbrick, Martin E. [1 ]
机构：
[1] GlaxoSmithKline, Neurosci Ctr Excellence Drug Discovery, Pain & Neuroexcitabil Discovery Performance Unit, Harlow CM19 5AW, Essex, England
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2009年 / 19卷 / 23期
关键词：
Cannabinoid; CB2; CB1; SAR; CANNABINOID RECEPTOR; PHARMACOLOGY;
D O I：
10.1016/j.bmcl.2009.10.041
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
2-Amino-5-aryl-pyridines, exemplified by compound 1, had been identified as a synthetically tractable series of CB2 agonists from a high-throughput screen of the GlaxoSmithKline compound collection. Described herein are the results of an investigation of the structure-activity relationships (SAR) which led to the identification a number of potent and selective agonists. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6578 / 6581
页数：4
相关论文
共 50 条
  • [21] Design, synthesis, and biological evaluations of 5-aryl-pyrazole-3-carboxamide derivatives as selective CB2 receptor agonists for the treatment of colitis
    Jiang, Bei-Er
    He, Ying
    Chen, Jie
    Jiang, Xing-Wu
    Qiu, Zi-Liang
    Liang, Qiu-Wen
    Gao, Xin-Long
    Zhang, Han-Kun
    Tian, Hai-Gang
    Liu, Ming-Yao
    Lu, Wei-Qiang
    Yu, Li-Fang
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2025, 283
  • [22] Synthesis and structure activity relationship investigation of triazolo[1,5-a]pyrimidines as CB2 cannabinoid receptor inverse agonists
    Tabrizi, Mojgan Aghazadeh
    Baraldi, Pier Giovanni
    Ruggiero, Emanuela
    Saponaro, Giulia
    Baraldi, Stefania
    Poli, Giulio
    Tuccinardi, Tiziano
    Ravani, Annalisa
    Vincenzi, Fabrizio
    Borea, Pier Andrea
    Varani, Katia
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2016, 113 : 11 - 27
  • [23] Synthesis and SAR of isothiazolylidene amides as CB2 agonists
    Li, Tongmei
    Perez-Medrano, Arturo
    Daza, Anthony V.
    Grayson, George K.
    Fan, Yihong
    Garrison, Tiffany R.
    Yao, Betty B.
    Hsieh, Gin C.
    Honore, Prisca
    Li, Lanlan
    El Kouhen, Odile
    Dart, Michael J.
    Meyer, Michael D.
    Carroll, William A.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 243
  • [24] Novel benzimidazole derivatives as selective CB2 inverse agonists
    Pagé, D
    Brochu, MC
    Yang, H
    Brown, W
    St-Onge, S
    Martin, E
    Salois, D
    LETTERS IN DRUG DESIGN & DISCOVERY, 2006, 3 (05) : 298 - 303
  • [25] Selective angiotensin II AT2 receptor agonists:: Arylbenzylimidazole structure-activity relationships
    Wu, Xiongyu
    Wan, Yiqian
    Mahalingam, A. K.
    Murugaiah, A. M. S.
    Plouffe, Bianca
    Botros, Milad
    Karlen, Anders
    Hallberg, Mathias
    Gallo-Payet, Nicole
    Alterman, Mathias
    JOURNAL OF MEDICINAL CHEMISTRY, 2006, 49 (24) : 7160 - 7168
  • [26] Selective angiotensin II AT2 receptor agonists:: Benzamide structure-activity relationships
    Wallinder, Charlotta
    Botros, Milad
    Rosenstrom, Ulrika
    Guimond, Marie-Odile
    Beaudry, Helene
    Nyberg, Fred
    Gallo-Payet, Nicole
    Hallberg, Anders
    Alterman, Mathias
    BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (14) : 6841 - 6849
  • [27] 3-Carboxamido-5-aryl-isoxazoles as new CB2 agonists for the treatment of colitis
    Tourteau, Aurelien
    Andrzejak, Virginie
    Body-Malapel, Mathilde
    Lemaire, Lucas
    Lemoine, Amelie
    Mansouri, Roxane
    Djouina, Madjid
    Renault, Nicolas
    El Bakali, Jamal
    Desreumaux, Pierre
    Muccioli, Giulio G.
    Lambert, Didier M.
    Chavatte, Philippe
    Rigo, Benoit
    Leleu-Chavain, Natascha
    Millet, Regis
    BIOORGANIC & MEDICINAL CHEMISTRY, 2013, 21 (17) : 5383 - 5394
  • [28] Discovery of α-amidosulfones as potent and selective agonists of CB2: Synthesis, SAR, and pharmacokinetic properties
    Marx, Isaac E.
    DiMauro, Erin F.
    Cheng, Alan
    Emkey, Renee
    Hitchcock, Stephen A.
    Huang, Liyue
    Huang, Ming Y.
    Human, Jason
    Lee, Josie H.
    Li, Xingwen
    Martin, Matthew W.
    White, Ryan D.
    Fremeau, Robert T., Jr.
    Patel, Vinod F.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (01) : 31 - 35
  • [29] Discovery and Structure-Activity Relationships of 2,5-Dimethoxyphenylpiperidines as Selective Serotonin 5-HT2A Receptor Agonists
    Rorsted, Emil M.
    Jensen, Anders A.
    Smits, Gints
    Frydenvang, Karla
    Kristensen, Jesper L.
    JOURNAL OF MEDICINAL CHEMISTRY, 2024, 67 (09) : 7224 - 7244
  • [30] Design and synthesis of novel tri-aryl CB2 selective cannabinoid ligands
    Bhattacharjee, Himanshu
    Gurley, Steven N.
    Moore, Bob M., II
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (06) : 1691 - 1693
12345