2-ethynylimidazole | 57121-47-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-ethynylimidazole
• 英文别名: 2-ethynyl-1H-imidazole
• CAS: 57121-47-8
• 化学式: C₅H₄N₂
• mdl: MFCD19220762
• 分子量: 92.1002
• InChiKey: DIPJUMYFUATARL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-ethynylimidazole 、 cobalt(II) carbonate 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 Co(AIm)₂
  参考文献：
  名称：

  HYPERGOLIC METAL ORGANIC FRAMEWORKS

  摘要：

  一种超级燃料金属有机框架材料，与氧化剂结合时产生超级燃料，包括一般结构M1-L-M2，其中L是芳香族有机连接剂，包括一个或多个不饱和取代基，而M1和M2是相同或不同的金属阳离子。

  公开号：

  US20210179651A1
• 作为产物：
  描述：

  2-乙炔-1-[[2-(三甲基甲硅烷基)乙氧基]甲基]-1H-咪唑 在 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 以90%的产率得到2-ethynylimidazole
  参考文献：
  名称：

  Synthesis and biological evaluation of 1-[2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oyl]-4-ethynylimidazole. A novel and highly potent anti-inflammatory and cytoprotective agent

  摘要：

  To explore more potent N-acylimidazole analogues of CDDO than CDDO-Im, which is one of the most potent compounds in several widely used bioassays related to protection against inflammation and carcinogenesis; we have synthesized and evaluated five new N-acyl(acetylenic) imidazole analogues. Among them, 4-ethynylimidazole 4 is nearly equivalent to CDDO-Im in potency in these bioassays. Remarkably, the solid form of 4 is more stable than that of CDDO-Im. These findings suggest that 4 is a very promising anti-inflammatory and cytoprotective agent and its further preclinical evaluation is warranted. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.018

文献信息

• Design and characterization of a heterocyclic electrophilic fragment library for the discovery of cysteine-targeted covalent inhibitors
  作者：A. Keeley、P. Ábrányi-Balogh、G. M. Keserű

  DOI：10.1039/c8md00327k

  日期：——

  A fragment library of electrophilic small heterocycles was characterized through cysteine-reactivity and aqueous stability tests that suggested their potential as covalent warheads.

  通过半胱氨酸反应性和水稳定性测试，对亲电性小杂环片段库进行了表征，结果表明它们有潜力作为共价战斗头。
• Aromatic heterocycle galectin-1 interactions for selective single-digit nM affinity ligands
  作者：Kristoffer Peterson、Patrick M. Collins、Xiaoli Huang、Barbro Kahl-Knutsson、Sofia Essén、Fredrik R. Zetterberg、Stina Oredsson、Hakon Leffler、Helen Blanchard、Ulf J. Nilsson

  DOI：10.1039/c8ra04389b

  日期：——

  A series of 3-triazole-thiogalactosides and 3,3′-triazole-thiodigalactosides substituted with different five-membered heterocycles at the C-4 triazole position were found to have high selectivity for galectin-1.

  一系列在C-4三唑位置上用不同的五元杂环取代的3-三唑硫半乳糖苷和3,3'-三唑硫二半乳糖苷被发现对galectin-1具有高选择性。
• 1-phenyl-3-aryl-2-propyne-1-one useful as calcium uptake inhibitors
  申请人：Merrell Dow Pharmaceuticals Inc.

  公开号：US05223518A1

  公开（公告）日：1993-06-29

  This invention relates to 1-phenyl-3-aryl-2-propyne-1-ones, the use of these compounds as calcium uptake inhibitors in leukocytes and thrombocytes, and pharmaceutical compositions containing these compounds as active ingredients, and the process of their preparation.

  这项发明涉及1-苯基-3-芳基-2-丙炔-1-酮，这些化合物在白细胞和血小板中作为钙摄取抑制剂的用途，以及含有这些化合物作为活性成分的药物组合物，以及它们的制备过程。
• Linker Substituents Control the Thermodynamic Stability in Metal–Organic Frameworks
  作者：Novendra Novendra、Joseph M. Marrett、Athanassios D. Katsenis、Hatem M. Titi、Mihails Arhangelskis、Tomislav Friščić、Alexandra Navrotsky

  DOI：10.1021/jacs.0c09284

  日期：2020.12.30

  the linker functionalization and the thermodynamic stability of metal-organic frameworks (MOFs) using a model set of eight isostructural zeolitic imidazolate frameworks (ZIFs) based on 2-substituted imidazolate linkers. The frameworks exhibit a significant (30 kJ·mol-1) variation in the enthalpy of formation depending on the choice of substituent, which is accompanied by only a small change in molar

  我们报告了第一个系统的实验和理论研究，该研究使用基于 2 取代咪唑酯接头的八个同构沸石咪唑酯骨架 (ZIF) 的模型集，对接头官能化与金属有机骨架 (MOF) 的热力学稳定性之间的关系进行了研究。根据取代基的选择，框架表现出显着的 (30 kJ·mol-1) 生成焓变化，仅伴随着摩尔体积的微小变化。这些能量学很容易通过密度泛函理论 (DFT) 计算重现。我们表明 MOF 形成焓的这些变化与接头取代基的容易获得的特性呈线性相关，例如哈米特 σ 常数或静电表面电位。
• Imidazolyl and pyrazolyl ethyne compounds
  申请人：Cosford D. Nicholas

  公开号：US20050085523A1

  公开（公告）日：2005-04-21

  In accordance with the present invention, there is provided a novel class of heterocyclic compounds. Compounds of the invention contain a substituted, unsaturated five, six or seven membered heterocyclic ring that includes at least one nitrogen atom and at least one carbon atom. The ring additionally includes three, four or five atoms independently selected from carbon, nitrogen, sulfur and oxygen atoms. The heterocyclic ring has at least one substituent located at a ring position adjacent to a ring nitrogen atom. This mandatory substituent of the ring includes a moiety (B), linked to the heterocyclic ring via a carbon-carbon double bond, a carbon-carbon triple bond or an azo group. The mandatory substituent is positioned adjacent to the ring nitrogen atom. Invention compounds are capable of a wide variety of uses. For example heterocyclic compounds can act to modulate physiological processes by functioning as agonists and antagonists of receptors in the nervous system. Invention compounds may also act as insecticides, and as fungicides. Pharmaceutical compositions containing invention compounds also have wide utility.

  根据本发明，提供了一种新型杂环化合物。该发明的化合物包含一个取代的、不饱和的五、六或七元杂环环，其中至少包含一个氮原子和至少一个碳原子。该环还包括三、四或五个独立选择的碳、氮、硫和氧原子。杂环环在靠近环氮原子的位置上至少有一个取代基。该环的强制取代基包括一个通过碳-碳双键、碳-碳三键或偶氮基与杂环环相连的基团（B）。强制取代基位于环氮原子的旁边。发明的化合物具有广泛的用途。例如，杂环化合物可以通过作为神经系统受体的激动剂和拮抗剂来调节生理过程。发明的化合物还可以作为杀虫剂和杀菌剂。含有发明化合物的药物组合物也具有广泛的实用性。