N,N'-bis(benzylidene)-p-phenylenediamine | 61990-58-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N'-bis(benzylidene)-p-phenylenediamine
• 英文别名: (1E,1′E)-N,N′-(1,4-phenylene)bis(1-phenylmethanimine)；N,N'-bis-benzylidenebenzene-1,4-diamine；N,N'-Dibenzal-p-phenylendiamin
• CAS: 61990-58-7
• 化学式: C₂₀H₁₆N₂
• 分子量: 284.36
• InChiKey: JEPNTPUNAKFAOY-YHARCJFQSA-N

物化性质

• 沸点：
  473.1±28.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.19
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  24.72
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N,N'-bis(benzylidene)-p-phenylenediamine 在 溶剂黄146 sodium tetrahydroborate 作用下， 以 乙二醇二甲醚 为溶剂， 以43%的产率得到N,N’-二苄基对苯二胺
  参考文献：
  名称：

  N,N‘-Bisbenzylidenebenzene-1,4-diamines and N,N‘-Bisbenzylidenenaphthalene-1,4-diamines as Sirtuin Type 2 (SIRT2) Inhibitors

  摘要：

  A series of N,N'-bisbenzylidenebenzene-1,4-diamine and N,N'-bisbenzylidenenaphthalene-1,4-diamine derivatives were synthesized as inhibitors for human sirtuin type 2 (SIRT2). The design of the new compounds was based on two earlier reported hits from molecular modeling and virtual screening. The most potent compound was N,N'-bis(2-hydroxybenzylidene)benzene-1,4-diamine, which was equipotent with the most potent hit compound and well-known SIRT2 inhibitor sirtinol.

  DOI：

  10.1021/jm060566j
• 作为产物：
  描述：

  对苯二胺 、 苯甲醇 在 potassium tert-butylate 、 C₁₁H₇BrMnN₃O₃ 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 N,N'-bis(benzylidene)-p-phenylenediamine
  参考文献：
  名称：

  A Highly Selective Manganese-Catalyzed Synthesis of Imines under Phosphine-Free Conditions

  摘要：

  An efficient and highly selective phosphine-free NN-manganese(I) complex catalyst system was developed for the acceptorless dehydrogenative coupling of alcohols with amines to form imines. The coupling reactions underwent at 3 mol % catalyst loading, and a large range of alcohols and amines with diverse functional groups was applied, including challenging diol and diamine. The target imine products were obtained in good to excellent yields. The present work provides an alternative method to construct highly active nonprecious metal complex catalysts based on phosphine-free ligands.

  DOI：

  10.1021/acs.organomet.9b00769

文献信息

• [EN] 2,3-DIARYL-2,3-DIHYDRO-4H-1,3-THIAZIN-4-ONE COMPOUNDS AND METHODS FOR MAKING<br/>[FR] COMPOSÉS 2,3-DIARYL-2,3-DIHYDRO-4 H-1,3-THIAZIN-4-ONE ET LEURS PROCÉDÉS DE FABRICATION
  申请人：PENN STATE RES FOUND

  公开号：WO2020237063A1

  公开（公告）日：2020-11-26

  A compound with the following general formula (I) and a general method of making this compound are provided. R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13 and R14 are each independently selected from the group that includes H, halogen, nitro, cyano, amido, pyridyl, alkyl, aryl, acyl, alkoxy, cycloalkyl, heteroalkyl, heterocyclyl, aralkyl, heteroaryl and heteroaralkyl.

  提供了具有以下一般公式（I）的化合物和制备该化合物的一般方法。R1、R2、R3、R4、R5、R6、R7、R8、R9、R10、R11、R12、R13和R14分别独立地选自包括H、卤素、硝基、氰基、酰胺基、吡啶基、烷基、芳基、酰基、烷氧基、环烷基、杂原子烷基、杂环基、芳基烷基、杂原子芳基和杂原子芳基的基团。
• Nickel Complexes Bearing N,N,O-Tridentate Salicylaldiminato Ligand: Efficient Catalysts for Imines Formation via Dehydrogenative Coupling of Primary Alcohols with Amines
  作者：Xiaoying Zhang、Junhua Zhang、Zhiqiang Hao、Zhangang Han、Jin Lin、Guo-Liang Lu

  DOI：10.1021/acs.organomet.1c00552

  日期：2021.11.22

  characterized by high-resolution mass spectrometry, infrared spectroscopy, elemental analysis, and X-ray diffraction analysis. All the three Ni(II) complexes exhibited efficient activity and good selectivity in the acceptorless dehydrogenative coupling of alcohols and amines to produce imines and diimines. The present protocol provides an atom-economical and sustainable route for the synthesis of various imine

  水杨醛配体的治疗L1H - L2H（L1H = 2,4-二-叔丁基-6 - （（喹啉-8-基亚氨基）甲基）苯酚; L2H = 2,4-二-叔丁基-6 - （（ (2-(二乙氨基)乙基)亚氨基)甲基)苯酚)与Ni(OAc) 2 ·4H 2 O在乙醇回流中得到镍配合物[( L1 )Ni(OAc)]( 1 )和[( L2 )Ni(OAc) )] ( 2 ) 分别。的反应L3H（L3H =（2,4-二-叔丁基-6 - （（（2-（吡啶-2-基）乙基）亚氨基）甲基）苯酚）），与镍（OAC）2 ·4H 2在过量三乙胺存在下，O 得到双配体配位的镍配合物 [( L2 ) 2 Ni] ( 3 )。配合物1 - 3分别充分表征通过高分辨率质谱法，红外光谱，元素分析，X-射线衍射分析。所有三种 Ni(II) 配合物在醇和胺的无受体脱氢偶联生成亚胺和二亚胺方面均表现出有效的活性和良好的选择性。本协议通过使用地球
• Cyanide-Catalyzed Cyclizations via Aldimine Coupling
  作者：B. Jesse E. Reich、Aaron K. Justice、Brittany T. Beckstead、Joseph H. Reibenspies、Stephen A. Miller

  DOI：10.1021/jo035245j

  日期：2004.2.1

  Aldimine coupling (AIC) is the nitrogen analogue of the benzoin condensation and has been applied to dialdimines, providing the first examples of cyclizations effected by cyanide-catalyzed AIC. Sodium cyanide promoted the facile, intramolecular cyclization of several dialdimines in N,N-dimethylformamide, methanol, or methylene chloride/water (phase-transfer conditions) yielding a variety of six-membered

  醛亚胺偶联（AIC）是安息香缩合反应的氮类似物，已应用于二胺，提供了氰化物催化的AIC进行环化的第一个实例。氰化钠促进了在N，N-二甲基甲酰胺，甲醇或二氯甲烷/水（相转移条件）中几种二胺的易行的分子内环化反应，产生了多种六元杂环。在有氧条件下，发生氧化环化以提供二亚胺杂环。用刚性二甲胺观察到了低聚，其中没有环化作用。
• 1,3-Dipolar cycloaddition of azomethine ylides derived from imines and difluorocarbene to alkynes: a new active Pb-mediated approach to 2-fluoropyrrole derivatives
  作者：Mikhail S. Novikov、Alexander F. Khlebnikov、Elena S. Sidorina、Rafael R. Kostikov

  DOI：10.1039/a905518e

  日期：——

  Domino reactions of imines with difluorocarbene in the presence of electron-deficient alkynes lead to 2-fluoropyrrole derivatives. The process involves intermediate azomethine ylide formation, its 1,3-dipolar cycloaddition to alkyne, followed by dehydrofluorination. A modified difluorocarbene generation method using active lead for dibromodifluoromethane reduction is proposed, providing shorter reaction

  的多米诺骨牌反应 亚胺 在电子不足的情况下用二氟卡宾 炔烃生成2-氟吡咯衍生物。该过程涉及中间甲亚胺叶立德 形成，其 1,3-偶极环加成 到 炔烃，然后进行脱氟化氢。一种使用活性铅生产二溴二氟甲烷的改进的二氟卡宾生成方法减少提出了提供更短的反应时间并提高了氟吡咯的收率的方法。单活化反应乙炔发生区域选择性。这环加成 的 叶利德斯 诸如 苯丙醛，谁的 羰基 比三键更活跃，引起 恶唑烷 衍生物，暗示反应位点发生变化。
• Use of inhibitors of sirtuins and/or ampk for the preparation of a medicament for the treatment of polyalanine diseases.
  申请人：INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE (INSERM)

  公开号：EP2014281A1

  公开（公告）日：2009-01-14

  This invention relates to the use of inhibitors of sirtuins and/or AMPK for the preparation of a medicament for the treatment of polyalanine diseases, in particular oculopharyngeal muscular dystrophy (OPMD). The invention also relates to methods of identifying compounds which can be useful for treating said diseases.

  本发明涉及利用sirtuins和/或AMPK的抑制剂制备治疗多氨酸疾病，特别是眼咽肌营养不良症（OPMD）的药物。本发明还涉及鉴定可用于治疗上述疾病的化合物的方法。