6-bromo-1-phenyl-1H-benzo[d]imidazol-2(3H)-one | 79759-42-5

• 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: 6-bromo-1-phenyl-1H-benzo[d]imidazol-2(3H)-one
• 英文别名: 2H-Benzimidazol-2-one, 1,3-dihydro-6-bromo-1-phenyl-；5-bromo-3-phenyl-1H-benzimidazol-2-one
• CAS: 79759-42-5
• 化学式: C₁₃H₉BrN₂O
• 分子量: 289.131
• InChiKey: RRLXUIBBRLNXFH-UHFFFAOYSA-N

物化性质

• 熔点：
  261-263 °C
• 密度：
  1.584±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-bromo-1-phenyl-1H-benzo[d]imidazol-2(3H)-one 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 四(三苯基膦)钯 、 potassium acetate 、 copper diacetate 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 氯仿 、 水 为溶剂， 反应 33.0h， 生成
  参考文献：
  名称：

  벤조 이미다졸론 유도체 유기발광 화합물 및 이를 포함하는 유기 전계 발광 소자

  摘要：

  The compound of benzimidazolone derivative organic light-emitting compound represented by the chemical formula a is provided. [Chemical formula a] The benzimidazolone derivative organic light-emitting compound can excellently satisfy suitable energy levels, electrochemical stability, and thermal stability when included in organic electroluminescent devices.

  公开号：

  KR20210039248A
• 作为产物：
  描述：

  5-bromo-N1-phenylbenzene-1,2-diamine 在 sodium ethanolate 、 三乙胺 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 6.0h， 生成 6-bromo-1-phenyl-1H-benzo[d]imidazol-2(3H)-one
  参考文献：
  名称：

  벤조 이미다졸론 유도체 유기발광 화합물 및 이를 포함하는 유기 전계 발광 소자

  摘要：

  The compound of benzimidazolone derivative organic light-emitting compound represented by the chemical formula a is provided. [Chemical formula a] The benzimidazolone derivative organic light-emitting compound can excellently satisfy suitable energy levels, electrochemical stability, and thermal stability when included in organic electroluminescent devices.

  公开号：

  KR20210039248A

文献信息

• SAR studies of 6-aryl-1,3-dihydrobenzimidazol-2-ones as progesterone receptor antagonists
  作者：Eugene A. Terefenko、Jeffrey Kern、Andrew Fensome、Jay Wrobel、Yuan Zhu、Jeffrey Cohen、Richard Winneker、Zhiming Zhang、Puwen Zhang

  DOI：10.1016/j.bmcl.2005.05.082

  日期：2005.8

  We have previously reported that the aryl substituted benzimidazolones, benzoxazinones, and oxindoles (e.g., 1-3) are progesterone receptor (PR) antagonists and have recently disclosed that the nature of 5- and 6-aryl moieties played a critical role in PR functional activity in the oxindole and benzoxazinone templates. For example, replacing the phenyl group of PR antagonists 2 and 3 with a 5'-cyanopyrrol-2'-yl moiety switched their functional activity to PR agonist activity (2a and 3a). These findings prompted us to examine if there is a similar effect of the 6-aryl moieties on the PR functional activity for the benzimidazolone template. Numerous analogs, such as 5, showed potent PR antagonist activity with about a 10-fold increase in potency as compared to those reported earlier in the same series. More interestingly, pyrrole-containing benzimidazolones 24-27 remained as PR antagonists in contrast to the PR agonist activity switch for oxindole and benzoxazinone scaffolds when a 5'-cyanopyrrol-2'-yl group was installed as a pendant aryl group. (c) 2005 Elsevier Ltd. All rights reserved.
• BIANCHI, M.;BUTTI, A.;ROSSI, S.;BARZAGHI, F.;MARCARIA, V., EUR. J. MED. CHEM.-CHIM. THER., 1981, 16, N 4, 321-326
  作者：BIANCHI, M.、BUTTI, A.、ROSSI, S.、BARZAGHI, F.、MARCARIA, V.

  DOI：——

  日期：——
• KINASE INHIBITOR COMPOUNDS AND COMPOSITIONS AND METHODS OF USE
  申请人：Icahn School of Medicine at Mount Sinai

  公开号：EP3906028A1

  公开（公告）日：2021-11-10
• NITROGENATED HETEROCYCLIC DERIVATIVE, ELECTRON-TRANSPORTING MATERIAL FOR ORGANIC ELECTROLUMINESCENT ELEMENTS, AND ORGANIC ELECTROLUMINESCENT ELEMENT USING SAME
  申请人：Mizutani Sayaka

  公开号：US20130306955A1

  公开（公告）日：2013-11-21

  A specific nitrogen-containing heterocyclic compound having a urea structure, an electron transporting material containing the nitrogen-containing heterocyclic compound, and an organic electroluminescence device including a light emitting layer and an electron transporting layer between a cathode and an anode in which the electron transporting layer includes the electron transporting material or the nitrogen-containing heterocyclic derivative. An organic EL device exhibiting high emission efficiency even at low voltage and a material for organic EL devices are described.
• US9748496B2
  申请人：——

  公开号：US9748496B2

  公开（公告）日：2017-08-29