3-(1H-benzo[d]imidazol-2-yl)isoquinoline | 6528-66-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 3-(1H-benzo[d]imidazol-2-yl)isoquinoline
• 英文别名: benzimidazol-2-yl-quinoline；3-(1H-benzoimidazol-2-yl)-isoquinoline；3-(1H-benzimidazol-2-yl)-isoquinoline；3-(1H-Benzimidazol-2-yl)-isochinolin；2-(3-Isochinolyl)benzimidazol；3-(1H-benzimidazol-2-yl)isoquinoline
• CAS: 6528-66-1
• 化学式: C₁₆H₁₁N₃
• 分子量: 245.283
• InChiKey: SOSFYLDSNZFZRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(1H-benzo[d]imidazol-2-yl)isoquinoline 、 diethylzinc 以 四氢呋喃 、 正己烷 为溶剂， 以80%的产率得到bis(2-(benzimidazol-2-yl)quinolinato)zinc
  参考文献：
  名称：

  Luminescence and electroluminescence of bis (2-(benzimidazol-2-yl) quinolinato) zinc. Exciplex formation and energy transfer in mixed film of bis (2-(benzimidazol-2-yl) quinolinato) zinc and N,N′-bis-(1-naphthyl)-N,N′-diphenyl-1,1′-biphenyl-4,4′-diamine

  摘要：

  The absorption and emission properties of benzimidazol-2-yl-quinoline (BIQ) and bis (2-(benzimidazol-2-yl) quinolinato) zinc (ZnBIQ) a new emitter used for organic light emitting device (OLED) were reported. Exciplexes are observed for ZnBIQ with N,N'-bis-(1-naphthyl)-N,N'-diphenyl-1,1'-biphenyl-4,4'-diamine (NPB) system, in both electro- and photoluminescent processes. The identification of exciplex emission in co-evaporated and multi-layer ZnBIQ thin film was reported for the first time. The optical formation of the exciplex involves the excitation of a single molecule, followed by the relaxation of that exciton into a lower energy exciplex state. Both BIQ and ZnBIQ possess very high thermal stabilities and can be purified by subliming under the high vacuum condition. Devices consisting of ZnBIQ as the emitting layer have been fabricated, and the emission spectra of ZnBIQ-base devices gave a voltage-dependent spectrum, with the red emission observed (3-7 V), switching over to strong white emission as the bias was raised. (C) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2004.10.015
• 作为产物：
  描述：

  异喹啉-3-甲醛 、 邻苯二胺 在 氯化铵 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 3-(1H-benzo[d]imidazol-2-yl)isoquinoline
  参考文献：
  名称：

  Kathirvelan; Yuvaraj; Babu, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2013, vol. 52, # 8, p. 1152 - 1156

  摘要：

  DOI：

文献信息

• Derivatives of Benzimidazol-2-ylquinoline and Benzimidazol-2-ylisoquinoline as Selective A1 Adenosine Receptor Antagonists with Stimulant Activity on Human Colon Motility
  作者：Barbara Cosimelli、Sabrina Taliani、Giovanni Greco、Ettore Novellino、Annalisa Sala、Elda Severi、Federico Da Settimo、Concettina La Motta、Isabella Pugliesi、Luca Antonioli、Matteo Fornai、Rocchina Colucci、Corrado Blandizzi、Simona Daniele、Maria Letizia Trincavelli、Claudia Martini

  DOI：10.1002/cmdc.201100284

  日期：2011.10.4

  novel antagonists of adenosine receptors (ARs) by competition experiments using human A1, A2A, and A3 ARs. The new compounds were designed based on derivatives of 2‐(benzimidazol‐2‐yl)quinoxaline, previously reported as potent and selective antagonists of A1 and A3 ARs. Among these, 3‐[4‐(ethylthio)‐1H‐benzimidazol‐2‐yl]isoquinoline 4 b exhibited the best combination of potency toward the A1 AR (Ki=1

  通过使用人A 1，A 2A和A 3 AR进行竞争实验，合成了许多以各种方式连接到取代的苯并咪唑-2-基系统的喹啉和异喹啉，并将其评价为新型腺苷受体（ARs）拮抗剂。新化合物是基于2-（苯并咪唑-2-基）喹喔啉的衍生物设计的，该衍生物以前被报道为A 1和A 3 AR的有效和选择性拮抗剂。其中，3- [4-（乙硫基）-1 H-苯并咪唑-2-基]异喹啉4b表现出对A 1 AR（K i = 1.4 n M）和对A 2A（K i > 10μm）， A 2B（K i > 10μm）和A 3 ARs（K i > 1μM）的选择性。在分离的人结肠的圆形平滑肌制剂中的功能实验表明，4b在该肠区域的神经肌肉区室中充当A 1 AR的有效和选择性拮抗剂。生物学和药理学数据表明4b是开发具有结肠活动刺激特性的新型药物的合适起点。
• Benzazole Derivatives, Compositions, and Methods of Use as Beta-Secretase Inhibitors
  申请人：Mjalli Adnan M.M.

  公开号：US20090326006A1

  公开（公告）日：2009-12-31

  The present invention is directed to benzazole compounds that inhibit β-site amyloid precursor protein-cleaving enzyme (BACE) and that may be useful in the treatment or prevention of diseases in which BACE is involved, such as Alzheimer's disease. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which BACE is involved.

  本发明涉及抑制β位点淀粉样前体蛋白剪切酶（BACE）的苯并唑化合物，可用于治疗或预防BACE参与的疾病，如阿尔茨海默病。本发明还涉及包含这些化合物的药物组合物，以及在预防或治疗BACE参与的这些疾病中使用这些化合物和组合物的用途。
• Reusable palladium–quinolyl benzimidazole complex immobilized on a polymer for the hydrogenation of organic substrates
  作者：Shilpa Madhugiri Lakshminarayana、Roopashree Boregowda、Gayathri Virupaiah

  DOI：10.1007/s11696-023-02721-7

  日期：——

  chloromethylated poly (styrene-co-divinyl benzene) (PSDVB) was reacted with sodium tetrachloropalladate (Na2PdCl4) to form polymer-supported palladium complex. The immobilized palladium complex was treated with sodium borohydride and activated. Multifarious approach supported the characterization of polymer-anchored [2-(2’-quinolyl) benzimidazole]palladium complex (PSDVB-QBIM-PdCl2) and its activated

  固定在氯甲基化聚（苯乙烯-共-二乙烯基苯）（PSDVB）的交联聚合物珠上的 2-（2'-喹啉基）苯并咪唑（QBIMH）与四氯钯酸钠（Na 2 PdCl 4 ）反应形成聚合物负载的钯复杂的。固定化的钯络合物用硼氢化钠处理并活化。多种方法支持聚合物锚定 [2-(2'-喹啉基) 苯并咪唑]钯络合物 (PSDVB-QBIM-PdCl 2) 及其激活形式。最佳活化络合物在环境条件下催化烯烃、席夫碱和硝基化合物的氢化。对某些烯烃的氢化进行了动力学研究。展示了负载型和非负载型催化剂的回收能力。
• Tetra- and Pentacyclic Benzimidazole Compounds as Analogs of Some Indole Alkaloids
  作者：J. M. McMANUS、ROBERT M. HERBST

  DOI：10.1021/jo01090a003

  日期：1959.8
• US7893267B2
  申请人：——

  公开号：US7893267B2

  公开（公告）日：2011-02-22