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    • 3. 发明授权
    • Rubyrin and related expanded porphyrins
    • Rubyrin和相关的扩展卟啉
    • US5410045A
    • 1995-04-25
    • US15208
    • 1993-02-09
    • Jonathan L. SesslerTakashi MorishimaSteven J. Weghorn
    • Jonathan L. SesslerTakashi MorishimaSteven J. Weghorn
    • C07D487/22C07D519/00C07H15/26C07H19/16
    • C07H19/16C07D487/22C07D519/00C07H15/26
    • The present invention is directed to the synthesis and use of novel macrocyclic compounds, based upon a new class of expanded porphyrins, termed rubyrins. Disclosed herein is the structure and synthesis of a prototypical rubyrin and various substituted rubyrin analogues, conjugates and compositions. Rubyrin itself is characterized by the presence of six pyrrolic subunits contained within a fully aromatic 26 .pi.-electron macrocyclic framework and by UV/VIS absorption bands that are very red-shifted as compared to those of other porphyrins or pentapyrrolic expanded porphyrins. The rubyrin-type class of compounds is further characterized by an ability to undergo facile protonation at the pyrrolic nitrogens and, once protonated, by an ability to form complexes with anions such as nucleotide-containing compounds. Rubyrin-based compounds are useful as, for example, anion chelators and receptors and as transporters for various anionic compounds including antiviral agents. In addition to the 26 .pi.-electron target system, the present invention concerns other oxidation states bearing the same connectivity and the same total number of non-hydrogen atoms, and various analogues in which different substituents are present at the various meso and/or .beta.-pyrrolic positions or in which furan and/or thiophene moieties replace one or more of the six pyrrolic subunits.
    • 本发明涉及新型大环化合物的合成和应用,其基于新类型的称为红宝石的扩展卟啉。 本文公开了原型红宝石和各种取代的rubyrin类似物,缀合物和组合物的结构和合成。 Rubyrin本身的特征在于含有完全芳香族26电子大环框架中的六个吡咯亚基和与其它卟啉或五吡咯基扩展的卟啉相比非常红移的UV / VIS吸收带。 红霉素类化合物的进一步特征在于能够在吡咯氮下进行容易的质子化,并且一旦被质子化,就可以通过与阴离子如含核苷酸的化合物形成络合物的能力。 基于Rubyrin的化合物可用作例如阴离子螯合剂和受体以及作为包括抗病毒剂的各种阴离子化合物的转运蛋白。 除了26p1电子靶系统之外,本发明涉及具有相同连接性和相同总数的非氢原子的其它氧化态,以及各种不同取代基存在于各种中和和/或β的各种类似物 呋喃和/或噻吩部分取代六个吡咯亚基中的一个或多个。