2-Ethyl-1-benzyl-benzimidazol | 23982-79-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-Ethyl-1-benzyl-benzimidazol
• 英文别名: 1-Benzyl-2-ethylbenzimidazole
• CAS: 23982-79-8
• 化学式: C₁₆H₁₆N₂
• mdl: MFCD02858951
• 分子量: 236.316
• InChiKey: LVNNTEZMSPEGHU-UHFFFAOYSA-N

物化性质

• 沸点：
  424.9±24.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.187
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  溴甲苯 在 potassium phosphate 、 copper(l) iodide 、 碳酸氢钠 、 N,N'-二甲基乙二胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 2-Ethyl-1-benzyl-benzimidazol
  参考文献：
  名称：

  铜催化一锅合成1,2-二取代苯并咪唑的新策略

  摘要：

  描述了一种简单的，一锅法和铜催化的偶联反应，用于构建1,2-二取代的苯并咪唑衍生物。在该反应中使用了廉价的铜盐和弱碱K3PO4。以中等至优异的产率获得了各种1,2-二取代的苯并咪唑。

  DOI：

  10.1039/c7ob00945c

文献信息

• Building Heterocyclic Systems with RC(OR)2+ Carbocations in Recyclable Brønsted Acidic Ionic Liquids: Facile Synthesis of 1-Substituted 1H-1,2,3,4-Tetrazoles, Benzazoles and Other Ring Systems with CH(OEt)3 and EtC(OEt)3 in [EtNH3][NO3] and [PMIM(SO3H)][O
  作者：Gopalakrishnan Aridoss、Kenneth K. Laali

  DOI：10.1002/ejoc.201100128

  日期：2011.5

  IL-1/CH(OEt) 3 . The latter was also formed from 2-aminobenzoic acid in IL-1/CH(OEt) 3 . Mechanistic implications are addressed. The reported protocols enable rapid assembly of a host of heterocyclic systems in high yields with the added advantage of recycling and reuse of the ILs.

  1-芳基/烷基-1H-1,2,3,4-四唑可以通过与TMSN 3 和CH(OEt) 3 反应，使用容易获得的、可回收的、布朗斯台德酸性从相应的胺在一锅反应中方便地合成离子液体 [EtNH 3] -[NO 3 ] IL-1 和 [PMIM(SO 3 H)][OTf] IL-2 在温和条件下以高收率。基于对比反应，虽然两种 IL 都是极好的促进剂，但使用 IL-2 可以在更短的反应时间和更高的产率下完成反应。在提供的 24 个实施例中，除了 2-氨基苯甲酸与 IL-2 形成四唑和 IL-1 形成 2-乙基喹唑啉-4(3H)-one 外，通过两种 IL 获得了相同的产物。通过从反应中排除 TMS-N 3，原位形成的 CH(OEt) 2 + 和 Et-C(OEt) 2 +（通过它们相应的原酸酯）在超声处理下与带有各种取代基的邻苯二胺、邻氨基苯硫酚和邻氨基苯酚反应，形成一系列广泛的苯并咪唑（苯并咪唑
• PDE10 INHIBITORS AND RELATED COMPOSITIONS AND METHODS
  申请人：Bergmann John E.

  公开号：US20080300240A1

  公开（公告）日：2008-12-04

  Compounds that inhibit PDE10 are disclosed that have utility in the treatment of a variety of conditions, including (but not limited to) psychotic, anxiety, movement disorders and/or neurological disorders such as Parkinson's disease, Huntington's disease, Alzheimer's disease, encephalitis, phobias, epilepsy, aphasia, Bell's palsy, cerebral palsy, sleep disorders, pain, Tourette syndrome, schizophrenia, delusional disorders, drug-induced psychosis and panic and obsessive-compulsive disorders. The compounds have the general structure: wherein m, n, p, x, R, R 1 , R 2 , R 3 , R 4 , R 5 , A and B, are defined herein, including pharmaceutically acceptable salts, stereoisomers, solvates or prodrugs thereof. Also disclosed are compositions containing a compound of this invention in combination with a pharmaceutically acceptable carrier, as well as methods relating to the use thereof for inhibiting PDE 10 in a warm-blooded animal in need of the same.

  抑制PDE10的化合物已被披露，对治疗包括（但不限于）精神病、焦虑、运动障碍和/或神经系统疾病（如帕金森病、亨廷顿病、阿尔茨海默病、脑炎、恐惧症、癫痫、失语症、贝尔氏面瘫、脑瘫、睡眠障碍、疼痛、抽动症、精神分裂症、妄想症、药物诱发的精神病和恐慌以及强迫症）多种疾病具有用途。这些化合物具有一般结构： 其中m、n、p、x、R、R1、R2、R3、R4、R5、A和B在此定义，包括药学上可接受的盐、立体异构体、溶剂合物或其前药。还披露了含有本发明化合物的组合物，与药学上可接受的载体结合，以及与使用这些化合物抑制需要同样的PDE10的温血动物相关的方法。
• MACROCYCLIC HEPATITIS C SERINE PROTEASE INHIBITORS AND USES THEREFOR
  申请人：Campbell David A.

  公开号：US20100120716A1

  公开（公告）日：2010-05-13

  Macrocyclic inhibitors of Hepatitis C protease are provided, the inhibitors including a boronic acid or ester group, a macrocyclic ring of about 13 to 25 atoms including at least two amide linkages, a proline-analogous group, and a connecting segment joining moieties on either side of the proline-analogous group. Methods of making the HCV protease-inhibitory compounds, methods of using the compounds, formulations of the compounds, and pharmaceutical combinations including the compounds, are provided.

  本发明提供了肝炎C病毒蛋白酶的大环抑制剂，其中包括硼酸或酯基，大约13到25个原子的大环，包括至少两个酰胺键，脯氨酸类似物基团和连接段，连接在脯氨酸类似物基团两侧的基团。本发明还提供了制备HCV蛋白酶抑制剂化合物的方法，使用该化合物的方法，该化合物的配方以及包括该化合物的药物组合物。
• RUBBER COMPOSITION AND PNEUMATIC TIRE MADE THEREFROM
  申请人：Bridgestone Corporation

  公开号：EP1475408A1

  公开（公告）日：2004-11-10

  A rubber composition comprising 100 parts by weight of a rubber ingredient comprising natural rubber and/or a synthetic rubber, 0.1 to 50 parts by weight of at least one nitrogenous compound selected among benzimidazole derivatives having a specific structure and hydrazide derivatives having a specific structure, and 0.1 to 50 parts by weight of a protonic acid; and a pneumatic tire including a member formed from this rubber composition. The rubber composition enables excellent gripping performance while attaining intact productivity. The pneumatic tire produced from this rubber composition, in particular, the tire whose tread has been formed from the composition, has significantly improved gripping performance in high-speed driving, etc.

  一种橡胶组合物，按重量计包含 100 份由天然橡胶和/或合成橡胶组成的橡胶成分、0.1 至 50 份按重量计从具有特定结构的苯并咪唑衍生物和具有特定结构的酰肼衍生物中选出的至少一种含氮化合物，以及 0.1 至 50 份按重量计的质子酸；以及一种充气轮胎，包括由该橡胶组合物形成的部件。该橡胶组合物可实现优异的抓取性能，同时达到完整的生产率。用这种橡胶组合物生产的充气轮胎，特别是用这种组合物形成胎面的轮胎，在高速行驶等情况下具有显著改善的抓地性能。
• Rubber composition and pneumatic tire made therefrom
  申请人：Nohara Daisuke

  公开号：US20050176858A1

  公开（公告）日：2005-08-11

  A rubber composition comprising 100 parts by weight of a rubber ingredient comprising natural rubber and/or a synthetic rubber, 0.1 to 50 parts by weight of at least one nitrogenous compound selected among benzimidazole derivatives having a specific structure and hydrazide derivatives having a specific structure, and 0.1 to 50 parts by weight of a protonic acid; and a pneumatic tire including a member formed from this rubber composition. The rubber composition enables excellent gripping performance while attaining intact productivity. The pneumatic tire produced from this rubber composition, in particular, the tire whose tread has been formed from the composition, has significantly improved gripping performance in high-speed driving, etc.