(9ci)-2-乙基-5-甲基-1H-苯并咪唑 | 30411-81-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: (9ci)-2-乙基-5-甲基-1H-苯并咪唑
• 英文名称: 2-ethyl-5-methylbenzimidazole
• 英文别名: 2-ethyl-6-methyl-1H-benzimidazole
• CAS: 30411-81-5
• 化学式: C₁₀H₁₂N₂
• mdl: MFCD06312169
• 分子量: 160.219
• InChiKey: ICWSZURISQHRLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  (9ci)-2-乙基-5-甲基-1H-苯并咪唑 在 potassium carbonate 、 sodium iodide 、 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 IDR-0341930
  参考文献：
  名称：

  Identification of Phenoxyalkylbenzimidazoles with Antitubercular Activity

  摘要：

  We conducted an evaluation of the phenoxyalkylbenzimidazole series based on the exemplar 2-ethyl-1-(3-phenoxypropyl)-1H-benzo[d]imidazole for its antitubercular activity. Four segments of the molecule were examined systematically to define a structure activity relationship with respect to biological activity. Compounds had submicromolar activity against Mycobacterium tuberculosis; the most potent compound had a minimum inhibitory concentration (MIC) of 52 nM and was not cytotoxic against eukaryotic cells (selectivity index = 523). Compounds were selective for M. tuberculosis over other bacterial species, including the closely related Mycobacterium smegmatis. Compounds had a bacteriostatic effect against aerobically grown, replicating M. tuberculosis, but were bactericidal against nonreplicating bacteria. Representative compounds had moderate to high permeability in MDCK cells, but were rapidly metabolized in rodents and human liver microsomes, suggesting the possibility of rapid in vivo hepatic clearance mediated by oxidative metabolism. These results indicate that the readily synthesized phenoxyalkylbenzimidazoles are a promising class of potent and selective antitubercular agents, if the metabolic liability can be solved.

  DOI：

  10.1021/acs.jmedchem.5b00546
• 作为产物：
  描述：

  3,4-二氨基甲苯 生成 (9ci)-2-乙基-5-甲基-1H-苯并咪唑
  参考文献：
  名称：

  Bistrzycki; Ulffers, Chemische Berichte, 1890, vol. 23, p. 1878

  摘要：

  DOI：

文献信息

• [EN] PRMT5 INHIBITORS CONTAINING A DIHYDRO- OR TETRAHYDROISOQUINOLINE AND USES THEREOF<br/>[FR] INHIBITEURS DE LA PRMT5 CONTENANT UNE DIHYDRO- OU TÉTRAHYDRO-ISOQUINOLÉINE ET LEURS UTILISATIONS
  申请人：EPIZYME INC

  公开号：WO2014100730A1

  公开（公告）日：2014-06-26

  Described herein are compounds of Formula (A), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Compounds of the present invention are useful for inhibiting PRMT5 activity. Methods of using the compounds for treating PRMT5- mediated disorders are also described.

  本文描述了式（A）的化合物，其药学上可接受的盐以及药物组合物。本发明的化合物对抑制PRMT5活性是有用的。还描述了利用这些化合物治疗PRMT5介导的疾病的方法。
• Ag–TiO₂/Clay Composite Photocatalyst for the Oxidation–Cyclization of 1,2-Diamine Compounds with Propylene Glycol or Alcohols
  作者：Kaliyamoorthy Selvam、Mari Annadhasan、Rengasamy Velmurugan、Meenakshisundaram Swaminathan

  DOI：10.1246/bcsj.20090319

  日期：2010.7.15

  Silver-loaded TiO2 (Ag–TiO2) and acidic clay (K10 montmorillonite) composite photocatalyst has been successfully applied for the light-induced conversion of o-phenylenediamine (OPD) and its derivatives to substituted benzimidazoles with various alcohols in acetonitrile using UV-A and solar light. The influence of the various photocatalysts, solvents, and substituents on the yield and selectivity of the products has been investigated. The mechanism of photocatalysis is proposed. Loading silver on TiO2 enhances product yield and selectivity both in UV and solar light. In the presence of primary alcohols, 2-aminothiophenol forms only disulfide and hence Ag–TiO2/clay can be used as a green catalyst for the synthesis of disulfides.

  负载银的TiO2（Ag–TiO2）和酸性粘土（K10蒙脱石）复合光催化剂已成功应用于紫外A和太阳光诱导的邻苯二胺（OPD）及其衍生物与多种醇在乙腈中的光催化转化合成取代苯并咪唑。考察了不同光催化剂、溶剂和取代基对产物收率和选择性的影响。提出了光催化机理。在TiO2上负载银可以提高紫外和太阳光下产物的收率和选择性。在存在一级醇的情况下，2-氨基硫酚仅形成二硫化物，因此Ag–TiO2/粘土可用作合成二硫化物的绿色催化剂。
• Novel silica tungstic acid (STA): Preparation, characterization and its first catalytic application in synthesis of new benzimidazoles
  作者：Bahador Karami、Vahideh Ghashghaee、Saeed Khodabakhshi

  DOI：10.1016/j.catcom.2012.01.012

  日期：2012.4

  A novel silica tungstic acid (STA) as a highly efficient catalyst has been synthesized and employed for the cyclocondensation of 1,2-phenylenediamines with orthoesters under solvent-free conditions. Catalyst loadings can be as low as 1 mol% to give high yields of the corresponding benzimidazoles at 80 °C. To make the catalyst, sodium tungstate reacted with silica chloride under refluxing n-hexane.

  合成了一种新型的二氧化硅钨酸（STA）作为高效催化剂，并用于无溶剂条件下1,2-苯二胺与原酸酯的环缩合反应。催化剂的负载量可低至1 mol％，以在80°C时获得高产率的相应苯并咪唑。为了使催化剂，钨酸钠与二氧化硅酰氯在回流下反应Ñ正己烷。通过X射线荧光，X射线衍射和傅立叶变换红外光谱对STA作为一种新型固体酸进行了表征。
• [EN] S1P RECEPTORS MODULATORS AND THEIR USE THEREOF<br/>[FR] MODULATEURS DES RÉCEPTEURS S1P ET LEUR UTILISATION
  申请人：AKAAL PHARMA PTY LTD

  公开号：WO2010043000A1

  公开（公告）日：2010-04-22

  The invention relates to novel compounds that have S1P receptor modulating activity. Further, the invention relates to a pharmaceutical comprising at least one compound of the invention for the treatment of diseases and/or conditions caused by or associated with inappropriate S1P receptor modulating activity or expression, for example, autoimmune response. A further aspect of the invention relates to the use of a pharmaceutical comprising at least one compound of the invention for the manufacture of a medicament for the treatment of diseases and/or conditions caused by or associated with inappropriate S1P receptor modulating activity or expression such as autoimmune response.

  这项发明涉及具有S1P受体调节活性的新化合物。此外，该发明涉及包括本发明中至少一种化合物的药物，用于治疗由不当的S1P受体调节活性或表达引起或相关的疾病和/或病况，例如自身免疫反应。该发明的另一个方面涉及使用包括本发明中至少一种化合物的药物制造药物，用于治疗由不当的S1P受体调节活性或表达引起或相关的疾病和/或病况，如自身免疫反应。
• Cu–Pd/γ-Al₂O₃ catalyzed the coupling of multi-step reactions: direct synthesis of benzimidazole derivatives
  作者：Feng Feng、Jia Ye、Zheng Cheng、Xiaoliang Xu、Qunfeng Zhang、Lei Ma、Chunshan Lu、Xiaonian Li

  DOI：10.1039/c6ra13004f

  日期：——

  The coupling of multi-step reaction catalyzed by heterogeneous catalyst is an important path to accomplish some unconventional chemical transformations. Since the starting materials generated from previous steps were adsorbed on...

  非均相催化剂催化的多步反应的偶联是完成一些非常规化学转化的重要途径。由于先前步骤产生的起始原料被吸附在...上