2-phenylethynyl-1-(3-phenylprop-2-ynyl)-1H-benzimidazole | 37536-65-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-phenylethynyl-1-(3-phenylprop-2-ynyl)-1H-benzimidazole
• 英文别名: 2-phenylethynyl-1-(3-phenyl-prop-2-ynyl)-1H-benzoimidazole；2-(2-Phenylethynyl)-1-(3-phenylprop-2-ynyl)benzimidazole
• CAS: 37536-65-5
• 化学式: C₂₄H₁₆N₂
• 分子量: 332.404
• InChiKey: CYKYTXXZBDNXAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-phenylethynyl-1-(3-phenylprop-2-ynyl)-1H-benzimidazole 生成 1,3-diphenyl-10H-benzo[d]furo[3',4':3,4]pyrrolo[1,2-a]imidazole
  参考文献：
  名称：

  Mueller,E.; Zountsas,G., Chemische Berichte, 1972, vol. 105, p. 2529 - 2533

  摘要：

  DOI：
• 作为产物：
  描述：

  2-phenylethynyl-1-(3-phenyl-prop-2-ynyl)-3-methyl-1H-benzimidazolium tetrafluoroborate 在 aluminum oxide 、 异丙醇 作用下， 生成 2-phenylethynyl-1-(3-phenylprop-2-ynyl)-1H-benzimidazole
  参考文献：
  名称：

  Synthesis of a heterocyclic aza-enediyne and its DNA-cleavage properties

  摘要：

  The benzimidazolium salt 2, incorporating an aza-enediyne moiety, has been prepared and is shown to be a very effective DNA-cleavage agent under mild physiological conditions. Its mechanism of action is currently under investigation but may involve the generation of a diradical intermediate, DNA alkylation, or both. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00516-3

文献信息

• DNA-cleaving antitumor agents
  申请人：——

  公开号：US20020132797A1

  公开（公告）日：2002-09-19

  A chemical composition and method of use of the composition is described. The chemical composition includes an aza-enediyne, aza-enyne allene, or an aza-diallene. These compound are preferably non-hydrolyzable, cationic compounds that bind to nucleic acids. In addition it is believed that these compounds may undergo chemical reactions in the presence of a nucleic acid to generate reactive intermediates that cleave nucleic acids.

  描述了一种化学组合物及其使用方法。该化学组合物包括一种氮杂-烯二炔、氮杂-烯炔丙烯或氮杂-二烯。这些化合物最好是不易水解的、阳离子化合物，能够结合到核酸上。此外，据信这些化合物在核酸存在的情况下可能会发生化学反应，产生能够切割核酸的活性中间体。
• Diols, α-Ketols, and Diones as 2_2π Components in [2+2+2] Cycloadditions of 1,6-Diynes via Ruthenium(0)-Catalyzed Transfer Hydrogenation
  作者：Hiroki Sato、Matthias Bender、Weijie Chen、Michael J. Krische

  DOI：10.1021/jacs.6b11746

  日期：2016.12.21

  The first use of vicinal diols, ketols, or diones as 2(2 pi) components in metal-catalyzed [2+2+2] cycloaddition is described. Using ruthenium(0) catalysts, 1,6-diynes form ruthenacyclopentadienes that engage transient diones in successive carbonyl addition. Transfer hydrogenolysis of the resulting ruthenium(II) diolate mediated by the diol or ketol reactant releases the cycloadduct with regeneration of ruthenium(0) and the requisite dione.
• US6297284B1
  申请人：——

  公开号：US6297284B1

  公开（公告）日：2001-10-02
• US6686345B2
  申请人：——

  公开号：US6686345B2

  公开（公告）日：2004-02-03
• [EN] DNA-CLEAVING ANTITUMOR AGENTS<br/>[FR] AGENTS DE CLIVAGE DE L'ADN ANTITUMORAUX
  申请人：RES DEV FOUNDATION

  公开号：WO2001070217A1

  公开（公告）日：2001-09-27

  A chemical composition and method of use of the composition is described. The chemical composition includes an aza-enediyne, aza-enyne allene, or an aza-diallene. These compounds are preferably non-hydrolyzable, cationic compounds that bind to nucleic acids. In addition it is believed that these compounds may undergo chemical reactions in the presence of a nucleic acid to generate reactive intermediates that cleave nucleic acids.