1-(2-methoxyethyl)-2-methyl-1H-benzoimidazole

• 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: 1-(2-methoxyethyl)-2-methyl-1H-benzoimidazole
• 英文别名: 1-(2-methoxy-1-ethyl)-2-methylbenzimidazole；1-(2-methoxyethyl)-2-methyl-1H-benzimidazole；1-(2-methoxyethyl)-2-methyl-1H-benzo[d]imidazole；1-(2-methoxyethyl)-2-methylbenzimidazole
• 化学式: C₁₁H₁₄N₂O
• mdl: MFCD03297062
• 分子量: 190.245
• InChiKey: AXTAZNRLRJLLLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-methoxyethyl)-2-methyl-1H-benzoimidazole 、 2-溴甲基吡嗪 以 乙腈 为溶剂， 反应 24.0h， 以19.3%的产率得到1-(2-methoxyethyl)-2-methyl-3-(pyrazin-2-ylmethyl)-1H-benzo[d]imidazol-3-ium bromide
  参考文献：
  名称：

  Antiproliferative, DNA intercalation and redox cycling activities of dioxonaphtho[2,3-d]imidazolium analogs of YM155: A structure–activity relationship study

  摘要：

  The anticancer agent YM155 is widely investigated as a specific survivin suppressant. More recently, YM155 was found to induce DNA damage and this has raised doubts as to whether survivin is its primary target. In an effort to assess the contribution of DNA damage to the anticancer activity of YM155, several analogs were prepared and evaluated for antiproliferative activity on malignant cells, participation in DNA intercalation and free radical generation by redox cycling. The intact positively charged scaffold was found to be essential for antiproliferative activity and intercalation but was less critical for redox cycling where the minimal requirement was a pared down bicyclic quinone. Side chain requirements at the N-1 and N-3 positions of the scaffold were more alike for redox cycling and intercalation than antiproliferative activity, underscoring yet again, the limited structural overlaps for these activities. Furthermore, antiproliferative activities were poorly correlated to DNA intercalation and redox cycling. Potent antiproliferative activity (IC50 9-23 nM), exceeding that of YM155, was found for a minimally substituted methyl analog AB7. Like YM155 and other dioxonaphthoimidazoliums, AB7 was a modest DNA intercalator but with weak redox cycling activity. Thus, the capacity of this scaffold to inflict direct DNA damage leading to cell death may not be significant and YM155 should not be routinely classified as a DNA damaging agent. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.09.026
• 作为产物：
  描述：

  N-(2-溴苯基)硫代乙酰胺 在 四(三苯基膦)钯 potassium carbonate 、 mercury dichloride 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 36.0h， 生成 1-(2-methoxyethyl)-2-methyl-1H-benzoimidazole
  参考文献：
  名称：

  An intramolecular palladium-catalysed aryl amination reaction to produce benzimidazoles

  摘要：

  A novel synthesis of benzimidazoles by a palladium-catalysed intramolecular N-arylation reaction from (o-bromophenyl)amidine precursors is described. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00132-6

文献信息

• COMPOUNDS FOR THE TREATMENT OF CANCER AND INFLAMMATORY DISEASE
  申请人：SHY Therapeutics LLC

  公开号：US20170174699A1

  公开（公告）日：2017-06-22

  Provided herein are compounds that inhibit the phosphorylation of MAPK and thus are useful in compositions and methods for treating cancer and inflammatory disease.

  本文提供了抑制MAPK磷酸化的化合物，因此可用于治疗癌症和炎症性疾病的组合物和方法。
• Nitrogen-containing organic compound, resist composition and patterning process
  申请人：Watanabe Takeru

  公开号：US20050095533A1

  公开（公告）日：2005-05-05

  Resist compositions comprising nitrogen-containing organic compounds having a benzimidazole structure and a specific ether chain moiety have an excellent resolution, form precisely configured patterns with minimized roughness of sidewalls and are useful in microfabrication using electron beams or deep-UV light.

  含有苯并咪唑结构和特定醚链基团的含氮有机化合物组成的抗蚀组合物具有优异的分辨率，可以形成精确配置的图案，且侧壁粗糙度最小，适用于使用电子束或深紫外光进行微型加工。
• QUINAZOLINE DERIVATIVE
  申请人：CSPC Zhongqi Pharmaceutical Technology (Shijiazhuang) Co., Ltd.

  公开号：EP3181554A1

  公开（公告）日：2017-06-21

  Provided are a quinazoline derivative, a pharmaceutical composition containing the same, a method for preparation of said derivative, and an application of same as an anti-cancer drug.

  本文提供了一种喹唑啉衍生物、一种含有该衍生物的药物组合物、一种制备该衍生物的方法以及该衍生物作为抗癌药物的应用。
• Novel dye complexes and use thereof in imaging members and methods
  申请人：——

  公开号：US20040171817A1

  公开（公告）日：2004-09-02

  There are described novel complexes formed between hydrogen bond acceptors and phenolic dye compounds and imaging members and imaging methods, including thermal imaging members and methods utilizing the complexes.

  本文描述了氢键受体与酚类染料化合物之间形成的新型复合物以及成像构件和成像方法，包括利用这些复合物的热成像构件和方法。
• NOVEL DYE COMPLEXES AND USE THEREOF IN IMAGING MEMBERS AND METHODS
  申请人：Allen M. Richard

  公开号：US20080058525A1

  公开（公告）日：2008-03-06

  There are described novel complexes formed between hydrogen bond acceptors and phenolic dye compounds and imaging members and imaging methods, including thermal imaging members and methods utilizing the complexes.