N-(4-三氟甲基苯基)-1,2-苯二胺 | 1038352-61-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(4-三氟甲基苯基)-1,2-苯二胺
• 英文名称: N¹-(4-(trifluoromethyl)phenyl)benzene-1,2-diamine
• 英文别名: 2-N-[4-(trifluoromethyl)phenyl]benzene-1,2-diamine
• CAS: 1038352-61-2
• 化学式: C₁₃H₁₁F₃N₂
• mdl: MFCD11201767
• 分子量: 252.239
• InChiKey: IMMOYWHCMFNLFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  38
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(4-三氟甲基苯基)-1,2-苯二胺 在 palladium 10% on activated carbon 、 氢气 、 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 乙醇 为溶剂， 20.0~110.0 ℃ 、275.8 kPa 条件下， 生成 5-(4-trifluoromethylphenyl)-3-(2-morpholinoethyl)imino-2-(3-pyridyl)amino-3,5-dihydrophenazine
  参考文献：
  名称：

  Identification of Less Lipophilic Riminophenazine Derivatives for the Treatment of Drug-Resistant Tuberculosis

  摘要：

  Clofazimine (CFZ), a member of the riminophenazine class, has been studied in clinical trials for the treatment of multidrug-resistant tuberculosis (MDR-TB). CFZ has several side effects which can be attributed to its extremely high lipophilicity. A series of novel riminophenazine analogues bearing a C-2 pyridyl substituent was designed and synthesized with the goal of maintaining potent activity against Mycobacterium tuberculosis (M. tuberculosis) while improving upon its safety profile by lowering the lipophilicity. All compounds were evaluated for their in vitro activity and cytotoxicity. The results demonstrated that many new compounds had potent activity against M. tuberculosis with MICs of less than 0.03 mu g/mL and low cytotoxicity with IC50 values greater than 64 mu g/mL. Some compounds were tested for in vivo efficacy against MDR-TB in an experimental mouse infection model. Two compounds demonstrated equivalent or better efficacy than CFZ in this model with significantly reduced skin discoloration potential.

  DOI：

  10.1021/jm300828h
• 作为产物：
  描述：

  1-氟-2-硝基苯 在 potassium fluoride 、 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 20.0~160.0 ℃ 、275.8 kPa 条件下， 生成 N-(4-三氟甲基苯基)-1,2-苯二胺
  参考文献：
  名称：

  Identification of Less Lipophilic Riminophenazine Derivatives for the Treatment of Drug-Resistant Tuberculosis

  摘要：

  Clofazimine (CFZ), a member of the riminophenazine class, has been studied in clinical trials for the treatment of multidrug-resistant tuberculosis (MDR-TB). CFZ has several side effects which can be attributed to its extremely high lipophilicity. A series of novel riminophenazine analogues bearing a C-2 pyridyl substituent was designed and synthesized with the goal of maintaining potent activity against Mycobacterium tuberculosis (M. tuberculosis) while improving upon its safety profile by lowering the lipophilicity. All compounds were evaluated for their in vitro activity and cytotoxicity. The results demonstrated that many new compounds had potent activity against M. tuberculosis with MICs of less than 0.03 mu g/mL and low cytotoxicity with IC50 values greater than 64 mu g/mL. Some compounds were tested for in vivo efficacy against MDR-TB in an experimental mouse infection model. Two compounds demonstrated equivalent or better efficacy than CFZ in this model with significantly reduced skin discoloration potential.

  DOI：

  10.1021/jm300828h

文献信息

• High-energy triplet host materials, luminescent layer comprising the same, and organic electroluminescent device comprising the luminescent layer
  申请人：Anzenbacher, Jr. Pavel

  公开号：US08785002B1

  公开（公告）日：2014-07-22

  The present invention includes high triplet energy compositions of matter, methods of their manufacture, devices incorporating the compositions of matter, and methods of using those compositions of matter and devices. The devices incorporating the high triplet energy compositions of matter include electroluminescence devices including organic light-emitting diodes (OLEDs). The present invention also includes methods of using the compositions of matter, such as by operating the devices of the present invention incorporating them, to provide light through electroluminescence, as well as obtaining and/or operating devices of the present invention through the application of electrical energy or potential, as well as methods of providing light through electroluminescence through their operation.

  本发明涵盖了高三重态能量组合物，其制造方法，包含该组合物的器件，以及使用这些组合物和器件的方法。包含高三重态能量组合物的器件包括包括有机发光二极管（OLED）的电致发光器件。本发明还包括使用该组合物的方法，例如通过操作包含它们的本发明器件来提供电致发光的光，以及通过施加电能或电位来获得和/或操作本发明器件的方法，以及通过它们的操作提供电致发光的光的方法。
• One-pot propagation of (Hetero)Arylamines: Modular synthesis of diverse Amino-di(hetero)arylamines
  作者：Xueting Liang、Liang Xu、Cuihua Li、Xin Jia、Yu Wei

  DOI：10.1016/j.tet.2018.12.035

  日期：2019.2

  Formal propagation of (hetero)arylamine is achieved via a one-pot Buchwald–Hartwig C–N cross-coupling and nitro reduction sequence, enabling a rapid modular synthesis of diverse amino-di(hetero)arylamines from (hetero)arylamines and halogenated nitrobenzenes. Various functionalized aromatic amines with different electronic and steric environments can be efficiently prolongated to formally incorporate

  （杂）芳基胺的形式扩散是通过一锅Buchwald-Hartwig C-N交叉偶联和硝基还原序列实现的，从而可以从（杂）芳基胺和卤代硝基苯快速模块化合成各种氨基-二（杂）芳基胺。 。可以有效地延长具有不同电子和空间环境的各种官能化芳族胺，以正式引入另一种芳基氨基片段。该方法已成功地用于合成四十多种氨基二（杂）芳基胺。在寡聚苯胺和酪氨酸激酶抑制剂伊马替尼的合成中也证明了该方法的适用性。
• 一类基于喹喔啉的四环骨架光敏剂及其制备方法与应用
  申请人：南开大学

  公开号：CN115232148A

  公开（公告）日：2022-10-25

  本发明提供了一类基于喹喔啉的四环共轭骨架衍生出新的有机小分子光敏剂，结构如通式所示，式中各取代基团的定义见说明书。本发明发展了该类光敏剂的高效制备方法。该类光敏剂合成简便，成本低，可方便地进行结构调控。该类光敏剂在近紫外和可见光照射下可高效催化有机反应，尤其是目前工业上具有很好应用前景的光催化聚合反应，反应按下所示通式进行。
• [EN] TRANSCRIPTIONAL ENHANCED ASSOCIATE DOMAIN (TEAD) TRANSCRIPTION FACTOR INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DU FACTEUR DE TRANSCRIPTION À DOMAINE ASSOCIÉ TRANSCRIPTIONNEL AMÉLIORÉ (TEAD) ET LEURS UTILISATIONS
  申请人：DANA FARBER CANCER INST INC

  公开号：WO2021133896A8

  公开（公告）日：2022-06-09
• TRANSCRIPTIONAL ENHANCED ASSOCIATE DOMAIN (TEAD) TRANSCRIPTION FACTOR INHIBITORS AND USES THEREOF
  申请人：Dana-Farber Cancer Institute, Inc.

  公开号：EP4081202A1

  公开（公告）日：2022-11-02