4-methyl-1-phenyl-1H-benzo[d]imidazole | 667919-12-2

• 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: 4-methyl-1-phenyl-1H-benzo[d]imidazole
• 英文别名: 1-Phenylbenzimidazole deriv. 54；4-methyl-1-phenylbenzimidazole
• CAS: 667919-12-2
• 化学式: C₁₄H₁₂N₂
• 分子量: 208.263
• InChiKey: QLGIEZNRHCJAAQ-UHFFFAOYSA-N

物化性质

• 沸点：
  378.5±35.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-methyl-1-phenyl-1H-benzo[d]imidazole 在 potassium permanganate 作用下， 以 叔丁醇 为溶剂， 以27%的产率得到1-Phenylbenzimidazole deriv. 58
  参考文献：
  名称：

  Structure−Activity Relationships for 1-Phenylbenzimidazoles as Selective ATP Site Inhibitors of the Platelet-Derived Growth Factor Receptor

  摘要：

  1-Phenylbenzimidazoles are shown to be a new class of ATP-site inhibitors of the platelet-derived growth factor receptor (PDGFR). Structure-activity relationships (SARs) are narrow, with closely related heterocycles being inactive. A systematic study of substituted 1-phenyl-benzimidazoles showed clear SARs. Substituents at the 4'- and 3'-positions of the phenyl ring are tolerated but do not significantly improve activity, while substituents at the 2'-position abolish it. Substituents in the 2-, 4-, and 7-positions of the benzimidazole ring (with the exception of 4-OH) also abolish activity. Most substituents at the 5- and B-positions maintain or increase activity, with the 5-OH, 5-OMe, 5-COMe, and 5-CO2Me analogues being >10-fold more potent than the parent 1-phenylbenzimidazole. The 5-OMe analogue was both the most potent inhibitor, and showed the highest selectivity (50-fold) between PDGFR and FGFR isolated enzymes, and also a moderately effective inhibitor (IC50 = 1.9 mu M) of PDGF-stimulated PDGFR autophosphorylation in rat aorta smooth muscle cells.

  DOI：

  10.1021/jm9804681
• 作为产物：
  描述：

  3-甲基-2-硝基苯胺 在 盐酸 、 copper(l) iodide 、 铁粉 、 potassium carbonate 、 对甲苯磺酸 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 4-methyl-1-phenyl-1H-benzo[d]imidazole
  参考文献：
  名称：

  Ni-Catalyzed Dual C–H Annulation of Benzimidazoles with Alkynes for Synthesis of π-Extended Heteroarenes

  摘要：

  DOI：

  10.1021/acs.orglett.1c01253

文献信息

• A Versatile Approach to Ullmann C–N Couplings at Room Temperature: New Families of Nucleophiles and Electrophiles for Photoinduced, Copper-Catalyzed Processes
  作者：Daniel T. Ziegler、Junwon Choi、José María Muñoz-Molina、Alex C. Bissember、Jonas C. Peters、Gregory C. Fu

  DOI：10.1021/ja4060806

  日期：2013.9.4

  The use of light to facilitate copper-catalyzed cross-couplings of nitrogen nucleophiles can enable C-N bond formation to occur under unusually mild conditions. In this study, we substantially expand the scope of such processes, establishing that this approach is not limited to reactions of carbazoles with iodobenzene and alkyl halides. Specifically, we demonstrate for the first time that other nitrogen

  使用光促进氮亲核试剂的铜催化交叉偶联可以使 CN 键形成在异常温和的条件下发生。在这项研究中，我们大幅扩展了此类过程的范围，确定这种方法不仅限于咔唑与碘苯和卤代烷的反应。具体而言，我们首次证明了其他含氮亲核试剂（例如，常见的药效团，如吲哚、苯并咪唑和咪唑）以及其他亲电试剂（例如，受阻/失活/杂环芳基碘化物、芳基溴化物、活化芳基氯、烯基卤化物和炔基溴）作为合适的伙伴。
• NONAQUEOUS ELECTROLYTE AND NONAQUEOUS SECONDARY BATTERY
  申请人：ASAHI KASEI KABUSHIKI KAISHA

  公开号：EP3467930A1

  公开（公告）日：2019-04-10

  The purpose of the present invention is to provide a nonaqueous electrolyte that contains acetonitrile having an excellent balance between viscosity and the dielectric constant and a fluorine-containing inorganic lithium salt, wherein the generation of complex cations comprising a transition metal and acetonitrile is suppressed, excellent load characteristics are exhibited, and increases in internal resistance upon repeated charge/discharge cycles are suppressed; a further purpose of the present invention is to provide a nonaqueous secondary battery. The present invention relates to a nonaqueous electrolyte which contains: a nonaqueous solvent comprising acetonitrile; a fluorine-containing inorganic lithium salt; and a specific nitrogenous cyclic compound typified by benzotriazole.

  本发明的目的是提供一种非水电解液，该电解液含有在粘度和介电常数之间具有极佳平衡的乙腈和含氟无机锂盐，其中包含过渡金属和乙腈的复合阳离子的生成受到抑制，显示出极佳的负载特性，并且在重复充放电循环中内阻的增加受到抑制；本发明的另一个目的是提供一种非水二次电池。本发明涉及一种非水电解液，其中包含：由乙腈组成的非水溶剂；含氟无机锂盐；以及以苯并三唑为典型代表的特定含氮环状化合物。
• Organic light-emitting device
  申请人：SAMSUNG DISPLAY CO., LTD.

  公开号：US10826000B2

  公开（公告）日：2020-11-03

  An organic light-emitting device includes: a first electrode; a second electrode; and an organic layer between the first electrode and the second electrode, the organic layer including an emission layer, wherein the emission layer includes a first host and a dopant, the first host is represented by one selected from Formulae 1 and 2, and the dopant is represented by Formula 7: Ar11(L11)a11-(R11)b11]n11  Formula 1 Ar21(L21)a21-(R21)b21]n21  Formula 2 M(L1)n71(L2)n72.  Formula 7 The organic light-emitting device may have high efficiency and long lifespan and may show little change in the efficiency at an x-coordinate (CIEx) value of 0.21.

  一种有机发光器件包括：第一电极；第二电极；以及位于第一电极和第二电极之间的有机层，有机层包括发射层，其中发射层包括第一宿主和掺杂剂，第一宿主由式 1 和 2 中选出的一种表示，掺杂剂由式 7 表示： Ar11(L11)a11-(R11)b11]n11 式 1 Ar21(L21)a21-(R21)b21]n21 式 2 M(L1)n71(L2)n72.式 7 有机发光器件的效率高、寿命长，在 x 坐标（CIEx）值为 0.21 时，效率变化不大。
• ORGANIC LIGHT-EMITTING DEVICE
  申请人：Samsung Display Co., Ltd.

  公开号：US20160111664A1

  公开（公告）日：2016-04-21

  An organic light-emitting device includes: a first electrode; a second electrode; and an organic layer between the first electrode and the second electrode, the organic layer including an emission layer, wherein the emission layer includes a first host and a dopant, the first host is represented by one selected from Formulae 1 and 2, and the dopant is represented by Formula 7: Ar 11 (L 11 ) a11 -(R 11 ) b11 ] n11 Formula 1 Ar 21 (L 21 ) a21 -(R 21 ) b21 ] n21 Formula 2 M(L 1 ) n71 (L 2 ) n72 .  Formula 7 The organic light-emitting device may have high efficiency and long lifespan and may show little change in the efficiency at an x-coordinate (CIEx) value of 0.21.
• Nonaqueous Electrolyte and Nonaqueous Secondary Battery
  申请人：Asahi Kasei Kabushiki Kaisha

  公开号：US20180062213A1

  公开（公告）日：2018-03-01

  The purpose of the present invention is to provide a nonaqueous electrolyte that contains acetonitrile having an excellent balance between viscosity and the dielectric constant and a fluorine-containing inorganic lithium salt, wherein the generation of complex cations comprising a transition metal and acetonitrile is suppressed, excellent load characteristics are exhibited, and increases in internal resistance upon repeated charge/discharge cycles are suppressed; a further purpose of the present invention is to provide a nonaqueous secondary battery. The present invention relates to a nonaqueous electrolyte which contains: a nonaqueous solvent comprising acetonitrile; a fluorine-containing inorganic lithium salt; and a specific nitrogenous cyclic compound typified by benzotriazole.