2-(2-萘基甲基)苯并咪唑 | 82326-40-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-(2-萘基甲基)苯并咪唑
• 中文别名: 二异丙基萘磺基酸
• 英文名称: 2-(naphthalen-2-ylmethyl)-1H-benzo[d]imidazole
• 英文别名: 2-(naphthalen-2-ylmethyl)benzimidazole；2-(β-Naphthylmethyl)benzimidazol；2-naphthalen-2-ylmethyl-1H-benzoimidazole；2-(2-Naphthylmethyl)benzimidazole；2-(naphthalen-2-ylmethyl)-1H-benzimidazole
• CAS: 82326-40-7
• 化学式: C₁₈H₁₄N₂
• 分子量: 258.323
• InChiKey: TXUQJAOFDMFKDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 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：

  N,N-二甲基甲酰胺 、 2-(2-萘基甲基)苯并咪唑 在 sodium hydroxide 、 三氯氧磷 作用下， 生成 benzimidazo<1,2-b>benzisoquinoline
  参考文献：
  名称：

  Padmanabhan, S.; Seshadri, S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 1111 - 1114

  摘要：

  DOI：
• 作为产物：
  描述：

  2-萘乙酸 在 溶剂黄146 、 N,N-二异丙基乙胺 、 bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 反应 17.0h， 生成 2-(2-萘基甲基)苯并咪唑
  参考文献：
  名称：

  Synthesis and biological evaluation of benzimidazole derivatives as potent AMP-activated protein kinase activators

  摘要：

  Design, synthesis and structure-activity relationships of beU:/AP/DTD501/BMC/4818nzimidazole derivatives as activators of the AMP-activated protein kinase (AMPK) are presented in this paper. AMPK is the central component of a protein kinase cascade that plays a key role in the regulation of energy balance. Once activated, AMPK initiates a series of responses that are aimed at restoring the energy balance of the cell and recent studies have indicated that AMPK plays an important role in regulation of the whole-body energy metabolism. The following study based on the lead compound S27847 involved modification of three regions of this compound. Preliminary structure activity relationships are being described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.02.028

文献信息

• One‐pot synthesis of novel benzimidazoles with a naphthalene moiety as antimicrobial agents and molecular docking studies
  作者：Ronak Haj Ersan、Ahmet Yuksel、Tugba Ertan‐Bolelli、Aylin Dogen、Serdar Burmaoglu、Oztekin Algul

  DOI：10.1002/jccs.202000125

  日期：2021.2

  design a greener approach for the synthesis of a potent class of antimicrobials, 1,2‐phenylenediamine derivatives were reacted with various 1/2‐carboxylic acid‐substituted naphthalene derivatives to generate a series of naphthyl‐substituted benzimidazole derivatives (11–19) using polyphosphoric acid as catalyst under microwave irradiation and conventional synthesis method. This is an eco‐friendly and

  为了设计一种更绿色的方法来合成强大的抗菌剂，将1,2-苯二胺衍生物与各种1 / 2-羧酸取代的萘衍生物反应，生成了一系列萘基取代的苯并咪唑衍生物（11 – 19）在微波辐射和常规合成方法下，使用多磷酸作为催化剂。这是一种环保，快速的反应方法，适用于多种苯并咪唑的合成方法。根据光谱数据确定合成化合物的结构，并筛选其抗菌活性。化合物18在所有革兰氏阳性和革兰氏阴性细菌菌株中显示最大效价，最小抑菌浓度（MIC）值在7.81–62.50μg/ ml范围内。发现仅化合物17对所有真菌菌株最具活性，其MIC值为15.62μg/ ml。在这项研究中，我们进行了分子对接实验，以了解化合物17和18与大肠杆菌拓扑异构酶I之间的相互作用，并将我们获得的结果与2-（3,4-二甲氧基苯基）-5- [5-（ 4-甲基哌嗪-1-基）-1H-苯并咪唑-2-基] -1H-苯并咪唑（DMA）。化合物17和18与重要的活性位
• Composition for treating copper and copper alloy surfaces and method for the surface treatment
  申请人：MEC CO., Ltd.

  公开号：EP0818562A1

  公开（公告）日：1998-01-14

  A composition for treating surfaces of copper and copper alloys comprising a specific imidazole derivative and water, and an acid or a water-soluble solvent. The composition can produce a heat resistant organic film with superior solderability when applied to surfaces of copper or copper alloys. It is particularly useful as a rust preventing agent for printed-wiring boards.

  一种用于处理铜和铜合金表面的组合物，由特定的咪唑衍生物和水、酸或水溶性溶剂组成。当该组合物用于铜或铜合金表面时，可产生一层耐热的有机薄膜，具有极佳的可焊性。作为印刷线路板的防锈剂，它尤其有用。
• PADMANABHAN S.; SESHADRI S., INDIAN J. CHEM., 24,(1985) N 11, 1111-1114
  作者：PADMANABHAN S.、 SESHADRI S.

  DOI：——

  日期：——
• Synthesis of 2-(Arylmethyl)benzazoles by the Sulfur-mediated Cyclization of 2-Aminophenol or 2-Aminoaniline with Arylacetylenes
  作者：P. P. Ma、H. L. Wu、H. F. Gan

  DOI：10.1134/s1070428023080171

  日期：2023.8
• Synthesis and biological evaluation of benzimidazole derivatives as potent AMP-activated protein kinase activators
  作者：Julie Charton、Sophie Girault-Mizzi、Marie-Ange Debreu-Fontaine、Fabienne Foufelle、Isabelle Hainault、Jean-Guy Bizot-Espiard、Daniel-Henri Caignard、Christian Sergheraert

  DOI：10.1016/j.bmc.2006.02.028

  日期：2006.7

  Design, synthesis and structure-activity relationships of beU:/AP/DTD501/BMC/4818nzimidazole derivatives as activators of the AMP-activated protein kinase (AMPK) are presented in this paper. AMPK is the central component of a protein kinase cascade that plays a key role in the regulation of energy balance. Once activated, AMPK initiates a series of responses that are aimed at restoring the energy balance of the cell and recent studies have indicated that AMPK plays an important role in regulation of the whole-body energy metabolism. The following study based on the lead compound S27847 involved modification of three regions of this compound. Preliminary structure activity relationships are being described. (c) 2006 Elsevier Ltd. All rights reserved.