2-(3-氯-苯基)-1H-咪唑 | 27423-81-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-(3-氯-苯基)-1H-咪唑
• 英文名称: 2-(3-chlorophenyl)imidazole
• 英文别名: 2-(m-chlorophenyl)imidazole；2-(3-chloro-phenyl)-1H-imidazole；2-m-Chlorphenylimidazol；2-(3-chlorophenyl)-1H-imidazole
• CAS: 27423-81-0
• 化学式: C₉H₇ClN₂
• 分子量: 178.621
• InChiKey: GDVLOWGEPXGATB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• 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：

  4-硝基苯甲酰氯 、 2-(3-氯-苯基)-1H-咪唑 以 乙醚 为溶剂， 反应 24.0h， 以76.54%的产率得到[2-(3-Chlorophenyl)imidazol-1-yl]-(4-nitrophenyl)methanone
  参考文献：
  名称：

  Synthesis, antimicrobial and antiviral evaluation of substituted imidazole derivatives

  摘要：

  In the present study, we have synthesized 2-(substituted phenyl)-1H-imidazole (1-12) and (substituted phenyl)-[2-(substituted phenyl)-imidazol-1-yl]-methanone (13-26) analogues and screened them for their antimicrobial activity against Gram positive, Gram negative and fungal species. The results of antibacterial study indicated that compounds 15,17 and 24 showed appreciable antibacterial activity and compound 26 emerged as the most potential antifungal agent. The results of SAR studies indicated that the presence of electron withdrawing groups is necessary for the antimicrobial activity of the synthesized compounds. The results of the present study indicated that compounds 15, 17 and 24 might be of interest for the identification of new antimicrobial molecules as their antibacterial activity is equivalent to the standard drug norfloxacin. Further, the antiviral screening of (substituted phenyl)-[2-(substituted phenyl)-imidazol-1-yl]-methanones (13-26) against a panel of viral strains indicated that compounds 16 and 19 can be selected as lead compounds for the development of novel antiviral agents. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.08.010
• 作为产物：
  描述：

  3-氯苯腈 在 phosphorous (V) sulfide 作用下， 以 二甲基亚砜 为溶剂， 反应 48.0h， 生成 2-(3-氯-苯基)-1H-咪唑
  参考文献：
  名称：

  New One-Step Synthesis of 2-Aryl-1H-Imidazoles: Dehydrogenation of 2-Aryl-Δ2-Imidazolines with Dimethylsulfoxide

  摘要：

  描述了一种新的一步法制备2-芳基-1H-咪唑的3，基于对2-芳基-Δ2-咪唑啉的DMSO脱氢作用。还开展了DMSO与10% Pd/C（在这一转化中使用的最佳催化剂）之间的比较研究。两种方法均在120°C下进行48小时。

  DOI：

  10.1055/s-2000-8237

文献信息

• Diversity-oriented synthesis of imidazo[2,1-<i>a</i>]isoquinolines
  作者：Shaoyu Mai、Yixin Luo、Xianyun Huang、Zhenghao Shu、Bingnan Li、Yu Lan、Qiuling Song

  DOI：10.1039/c8cc05390a

  日期：——

  Herein, we report an efficient and practical strategy for the synthesis of five types of imidazo[2,1-a]isoquinolines via Cp*RhIII-catalyzed [4+2] annulation of 2-arylimidazoles and α-diazoketoesters, whose structural and substituted diversity at 5- or 6-position can be precisely controlled by the α-diazoketoester coupling partners. Compared with previous reports, in this study, we merged two attractive

  本文中，我们报告了通过Cp * Rh III催化的2-芳基咪唑和α-重氮酮酸酯的[4 + 2]环合反应合成五种咪唑并[ 2,1- a ]异喹啉的有效而实用的策略。可以通过α-重氮酮酸酯偶合伙伴精确控制5位或6位取代的多样性。与以前的报告相比，在这项研究中，我们通过选择合适的酯基团（–COOEt，–COO tBu或–COOiPr）或廉价的添加剂（HOAc或KOAc）。此外，通过几种生物活性化合物的简明合成和代表性药物的后期修饰，证明了这些方法的合成功效。
• [EN] CATALYSTS FOR THE TRANSFORMATION OF CARBON DIOXIDE AND GLYCEROL TO FORMIC ACID AND LACTIC ACID AND METHODS OF MAKING THE SAME<br/>[FR] CATALYSEURS POUR LA TRANSFORMATION DE DIOXYDE DE CARBONE ET DE GLYCÉROL EN ACIDE FORMIQUE ET EN ACIDE LACTIQUE ET LEURS PROCÉDÉS DE FABRICATION
  申请人：UNIV GEORGE WASHINGTON

  公开号：WO2018213821A1

  公开（公告）日：2018-11-22

  Catalysts and methods for transformation of glycerol and a carbon feedstock, such as CO2, a carbonate salt or a bicarbonate salt, are described herein. Homogeneous catalysts include compounds of formula M[NHC-R-linker]aLbXc, where M is a transition metal, NHC is an N-heterocyclic carbene ligand, R is an alkyl or aryl group, linker is a polar group, L is a neutral ligand, X is an anionic ligand, a ranges from 1-3, b ranges from 0-3, and c ranges from 0-3. Heterogeneous catalysts include a solid support with a catalytically active compound immobilized on the solid support, where the catalytically active compound has the formula M[NHC-R-linker]aLbXc where M is a transition metal, NHC is an N-heterocyclic carbene ligand, R is an alkyl or aryl group; linker is a polar group, L is a neutral ligand, X is an anionic ligand, a ranges from 1-3, b ranges from 0-3, and c ranges from 0-3.

  本文描述了用于转化甘油和碳原料（如CO2、碳酸盐或碳酸氢盐）的催化剂和方法。均相催化剂包括具有M[NHC-R-linker]aLbXc式化合物的化合物，其中M是过渡金属，NHC是N-杂环卡宾配体，R是烷基或芳基，linker是极性基团，L是中性配体，X是阴离子配体，a范围为1-3，b范围为0-3，c范围为0-3。非均相催化剂包括具有固体支撑物的催化活性化合物固定在固体支撑物上，其中催化活性化合物具有M[NHC-R-linker]aLbXc式化合物，其中M是过渡金属，NHC是N-杂环卡宾配体，R是烷基或芳基；linker是极性基团，L是中性配体，X是阴离子配体，a范围为1-3，b范围为0-3，c范围为0-3。
• [EN] COMPOSITIONS AND METHODS FOR BLOCKING SODIUM CHANNELS<br/>[FR] COMPOSITIONS ET PROCÉDÉS DE BLOCAGE DE CANAUX SODIQUES
  申请人：PATEL MANOJ K

  公开号：WO2018140504A1

  公开（公告）日：2018-08-02

  The disclosure provides methods for treating a subject suffering from a disease associated with sodium channel activity. The method comprises administering to the subject a therapeutically effective amount of a compound according to Formula II or Formula III described in the specification, or a pharmaceutically acceptable salt, prodrug, tautomer, stereoisomer, hydrate, or solvate thereof.

  该披露提供了治疗患有与钠通道活性相关的疾病的方法。该方法包括向受试者施用规范中描述的Formula II或Formula III中的化合物的治疗有效量，或其药用可接受的盐、前药、互变异构体、立体异构体、水合物或溶剂化合物。
• Mild, efficient, and chemoselective dehydrogenation of 2-imidazolines, bis-imidazolines, and <i>N</i>-substituted-2-imidazolines with potassium permanganate supported on montmorillonite K-10
  作者：Iraj Mohammadpoor-Baltork、Mohammad Abdollahi-Alibeik

  DOI：10.1139/v04-171

  日期：2005.2.1

  Different types of 2-imidazolines, bis-imidazolines, and N-substituted-2-imidazolines are efficiently oxidized to their corresponding imidazoles with potassium permanganate (KMnO₄) supported on montmorillonite K-10 under very mild conditions. The procedure is very simple and no strict conditions were required. Selective dehydrogenation of 2-alkyl-2-imidazolines in the presence of 2-aryl-2-imidazolines is a noteworthy advantage of this method and can be considered as a useful practical achievement in these reactions.Key words: 2-imidazolines, imidazoles, dehydrogenation, potassium permanganate, montmorillonite K-10.

  不同类型的2-咪唑啉、双咪唑啉和N-取代的2-咪唑啉可以在蒙脱石K-10载体上使用高锰酸钾(KMnO₄)在非常温和的条件下高效氧化为它们相应的咪唑化合物。该方法非常简单，无需严格条件。在2-芳基-2-咪唑啉存在时选择性脱氢2-烷基-2-咪唑啉是该方法的一个显著优势，可以被视为这些反应中的一项有用的实际成就。关键词：2-咪唑啉、咪唑化合物、脱氢、高锰酸钾、蒙脱石K-10。
• Novel, Mild and Chemoselective Dehydrogenation of 2-Imidazolines with Trichloroisocyanuric Acid
  作者：Iraj Mohammadpoor-Baltork、Mohammad Zolfigol、Mohammad Abdollahi-Alibeik

  DOI：10.1055/s-2004-835635

  日期：——

  A rapid, mild and high-yielding method for dehydrogenation of a variety of structurally diverse 2-imidazolines to imidazoles using trichloroisocyanuric acid (TCCA) in the presence of DBU is reported. Chemoselective oxidation of 2-imidazolines can be achieved in the presence of sulfide and alcohol. The mild conditions of this procedure and the absence of any transition metal make this reaction suitable for safe laboratory use.

  报道了一种快速、温和且高产的脱氢方法，使用三氯异氰尿酸（TCCA）在DBU的存在下，将多种结构多样的2-咪唑啉转化为咪唑。该方法能够在存在硫化物和醇的情况下实现选择性氧化2-咪唑啉。这一过程的温和条件以及不使用任何过渡金属，使得该反应适合安全的实验室使用。