Chemistry of 2-Aminoimidazoles

被引:6
|
作者
Zula, Ales [1 ]
Kikelj, Danijel [1 ]
Ilas, Janez [1 ]
机构
[1] Univ Ljubljana, Fac Pharm, Askerceva 7, Ljubljana 1000, Slovenia
关键词
BIOFILM FORMATION; SUBSTITUTED; 2-AMINOIMIDAZOLES; PRACTICAL SYNTHESIS; MARINE ALKALOIDS; INHIBITORS; OROIDIN; DERIVATIVES; CLATHRODIN; ANALOGS; POTENT;
D O I
10.1002/jhet.2415
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The 2-aminoimidazole (2-AI) ring is used widely as a building block in the design of new biologically active compounds, because of its good physico-chemical properties and potent activity in various test systems. Many marine alkaloids contain the 2-AI moiety. As a consequence, many synthetic routes have been developed in the total synthesis of natural compounds. The review covers all synthetic procedures for construction of 2-AI in particular and its analogs up to December 2014.
引用
收藏
页码:345 / 355
页数:11
相关论文
共 50 条
  • [1] 2-Aminoimidazoles inhibitors of TGF-β receptor 1
    Bonafoux, Dominique
    Chuaqui, Claudio
    Boriack-Sjodin, P. Ann
    Fitch, Chris
    Hankins, Gretchen
    Josiah, Serene
    Black, Cheryl
    Hetu, Gregg
    Ling, Leona
    Lee, Wen-Cherng
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (03) : 912 - 916
  • [2] Metal-free synthesis of imidazoles and 2-aminoimidazoles
    Saha, Nirjhar
    Wanjari, Pravin J.
    Dubey, Gurudutt
    Mahawar, Nutan
    Bharatam, Prasad, V
    JOURNAL OF MOLECULAR STRUCTURE, 2023, 1272
  • [3] A multicomponent reaction of 2-aminoimidazoles: microwave-assisted synthesis of novel 5-aza-7-deaza-adenines
    Lim, Felicia Phei Lin
    Low, Szy Teng
    Ho, Elvina Lee King
    Halcovitch, Nathan R.
    Tiekink, Edward R. T.
    Dolzhenko, Anton V.
    RSC ADVANCES, 2017, 7 (81): : 51062 - 51068
  • [4] Iodine-mediated regioselective guanylation-amination of propargylamines towards the synthesis of diversely substituted 2-aminoimidazoles
    Fedoseev, Pavel
    Sharma, Nandini
    Khunt, Rupesh
    Ermolat'ev, Denis S.
    Van der Eycken, Erik V.
    RSC ADVANCES, 2016, 6 (79) : 75202 - 75206
  • [5] Identification of aryl 2-aminoimidazoles as biofilm inhibitors in Gram-negative bacteria
    Bunders, Cynthia A.
    Richards, Justin J.
    Melander, Christian
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (12) : 3797 - 3800
  • [6] An Expeditious and Greener Synthesis of 2-Aminoimidazoles in Deep Eutectic Solvents
    Capua, Martina
    Perrone, Serena
    Perna, Filippo Maria
    Vitale, Paola
    Troisi, Luigino
    Salomone, Antonio
    Capriati, Vito
    MOLECULES, 2016, 21 (07)
  • [7] Facile, efficient synthesis of polyfunctionalized 2-aminoimidazoles via vinyl azides and cyanamide
    Liu, Shen
    Shao, Jiaan
    Guo, Xiao
    Luo, Jing
    Zhao, Menghao
    Zhang, Guolin
    Yu, Yongping
    TETRAHEDRON, 2014, 70 (07) : 1418 - 1421
  • [8] Polysubstituted 2-aminoimidazoles as anti-biofilm and antiproliferative agents: Discovery of potent lead
    Gill, Rupinder Kaur
    Kumar, Virender
    Robijns, Stijn C. A.
    Steenackers, Hans P. L.
    Van der Eycken, Erik V.
    Bariwal, Jitender
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 138 : 152 - 169
  • [9] Addition-Hydroamination Reactions of Propargyl Cyanamides: Rapid Access to Highly Substituted 2-Aminoimidazoles
    Giles, Robert L.
    Sullivan, John D.
    Steiner, Andrew M.
    Looper, Ryan E.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (17) : 3116 - 3120
  • [10] Atom-Economical Synthesis of 2-Aminoimidazoles via [3+2] Annulation Catalyzed by Titanacarborane Monoamide
    Wang, Yang
    Shen, Hao
    Xie, Zuowei
    SYNLETT, 2011, (07) : 969 - 973