4-methyl-N-(pyridin-4-ylmethyl)aniline | 16552-48-0

• 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: 4-methyl-N-(pyridin-4-ylmethyl)aniline
• 英文别名: 4-(p-Toluidinomethyl)-pyridin；N-<4>Pyridylmethyl-p-toluidin；N-(4-Pyridylmethyl)-p-toluidine
• CAS: 16552-48-0
• 化学式: C₁₃H₁₄N₂
• 分子量: 198.268
• InChiKey: YEJSALZRRXJDHB-UHFFFAOYSA-N

物化性质

• 沸点：
  345.8±22.0 °C(Predicted)
• 密度：
  1.107±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-4-methyl-N-(pyridin-4-ylmethylene)aniline 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以83%的产率得到4-methyl-N-(pyridin-4-ylmethyl)aniline
  参考文献：
  名称：

  一些带有杂芳基片段的N取代苯胺衍生物的抗真菌和细胞毒性活性。

  摘要：

  带有杂芳基片段的不同的N-取代苯胺可以容易地由衍生自商业上可得的芳族醛和苯胺的相应的亚胺制备。2-Furyl取代的苯胺对皮肤真菌，特别是对毛癣菌（MIC = 3.12-6.25microg / mL）表现出非常好的抗真菌活性。此外，测试了所有活性化合物45-47、73和74的抗乳腺癌（MCF-7），肺癌（H-460）和中枢神经系统（SF-268）人类癌细胞系的细胞毒活性。 NCI-抗癌药物筛选。本文所描述的胺的活性以及大多数胺的低毒性，为无毒新型抗真菌剂的未来发展显示了希望。

  DOI：

  10.1016/j.bmc.2007.10.034

文献信息

• The synthesis and structure of an amazing and stable carbonized material Cu-PC@OFM and its catalytic applications in water with mechanism explorations
  作者：An-Qi Tian、Xiang-Hao Luo、Zhi-Lin Ren、Jun Zhao、Long Wang

  DOI：10.1039/d1nj00861g

  日期：——

  structure, but also the nano copper particles generated in situ significantly improve the catalytic performance and stability. It was disclosed that the copper-based catalyst material Cu-PC@OFM showed high catalytic activity in the borrowing hydrogen reaction and the synthesis of 1-benzyl-2-aryl-1H-benzo[d]imidazole derivatives with high yields in water. This copper catalytic system provided a much greener

  通过HRTEM，SEM，XRD，XPS和拉曼光谱以及氮吸附/解吸分析，合成并表征了一种令人惊奇且稳定的碳化八面体框架材料Cu-PC @ OFM。特别地，负载有纳米铜的碳基质载体不仅保持原始结构，而且原位产生的纳米铜颗粒也显着改善了催化性能和稳定性。公开了铜基催化剂材料Cu-PC @ OFM在借位氢反应和1-苄基-2-芳基-1 H-苯并[ d]的合成中显示出高催化活性。]咪唑衍生物在水中的产率高。该铜催化体系为合成功能化的胺和1-苄基-2-芳基-1 H-苯并[ d ]咪唑在水中具有良好的回收性能提供了更加绿色和高效的催化剂，这是Cu-的第一个实例。 PC @ OFM材料催化的1-苄基-2-芳基-1 H-苯并[ d ]咪唑的合成。此外，通过一些条件控制实验，氘标记实验和中间体分离实验，提出了合理的反应机理。
• Catalytic Amination of Phenols with Amines
  作者：Kai Chen、Qi-Kai Kang、Yuntong Li、Wen-Qiang Wu、Hui Zhu、Hang Shi

  DOI：10.1021/jacs.1c12622

  日期：2022.1.26

  availability of both phenols and amines, aniline synthesis through direct coupling between these starting materials would be extremely attractive. Herein, we describe a rhodium-catalyzed amination of phenols, which provides concise access to diverse anilines, with water as the sole byproduct. The arenophilic rhodium catalyst facilitates the inherently difficult keto–enol tautomerization of phenols by means of

  鉴于酚类和胺类的广泛流行和易于获得，通过这些起始材料之间的直接偶联合成苯胺将极具吸引力。在这里，我们描述了一种铑催化的酚胺化，它提供了对各种苯胺的简洁访问，而水是唯一的副产物。亲惰性铑催化剂通过π-配位促进苯酚固有的困难的酮-烯醇互变异构化，允许随后与胺类脱水缩合。我们通过对具有各种电子特性的大量酚类和多种伯胺和仲胺进行反应，证明了这种氧化还原中性催化的普遍性。结构复杂的生物活性分子的后期功能化的几个例子，包括药物，
• Delta2-1,2,3-triazoline anticonvulsants and their active metabolite analogues, the aminoalkylpyridines, are excitatory amino acid antagonists and antiischemic agents, useful in the treatment of cerebral ischemia resulting from stroke
  申请人：Kadaba K. Pankaja

  公开号：US20060058357A1

  公开（公告）日：2006-03-16

  Pharmaceutical compositions comprise as the active ingredient, nonneurotixic antiischemic compounds that are highly effective by the intraperitoneal route, and that are excitatory amino acid and NMDA/sigma receptor antagonists and are selected from the group consisting of those of the formulae, wherein R 2 is 4-pyridyl, 3-pyridyl, or 2-oxo-1-pyrrolidino and R 2 is 3,4- or 3,5-dichloro, p- or m-chloro, p- or m-bromo, p- or m-fluoro, p- or m-trifluoromethyl, p-methyl, p-methoxy, or hydrogen, and those of the formulae, wherein R 2 is 4-pyridyl or 3-pyridyl, R 3 is hydrogen, methyl or ethyl and R 1 is 3,4- or 3,5-dichloro, p- or m-chloro, p- or m-bromo, p- or m-fluoro, p- or m-trifluoromethyl, p-methyl, p-methoxy or hydrogen.

  药物组成包含作为活性成分的非神经毒性抗缺血化合物，通过腹腔注射途径非常有效，是兴奋性氨基酸和NMDA / sigma受体拮抗剂，从以下化合物组合中选择：其中R2为4-吡啶基，3-吡啶基或2-氧代-1-吡咯烷基，R2为3,4-或3,5-二氯，对氯，对溴，对氟，对三氟甲基，对甲基，对甲氧基或氢，以及其中R2为4-吡啶基或3-吡啶基，R3为氢，甲基或乙基，R1为3,4-或3,5-二氯，对氯，对溴，对氟，对三氟甲基，对甲基，对甲氧基或氢的化合物。
• 1,4 disubstituted 3 cyano pyridone derivatives and their use as positive allosteric modulators of mGluR2 receptors
  申请人：Ortho-McNeil-Janssen Pharmaceuticals, Inc.

  公开号：EP2426125A1

  公开（公告）日：2012-03-07

  The present invention relates to novel compounds, in particular novel pyridinone derivatives according to Formula (I) wherein all radicals are defined in the application and claims. The compounds according to the invention are positive allosteric modulators of metabotropic receptors - subtype 2 ("mGluR2") which are useful for the treatment or prevention of neurological and psychiatric disorders associated with glutamate dysfunction and diseases in which the mGluR2 subtype of metabotropic receptors is involved. In particular, such diseases are central nervous system disorders selected from the group of anxiety, schizophrenia, migraine, depression, and epilepsy. The invention is also directed to pharmaceutical compositions and processes to prepare such compounds and compositions, as well as to the use of such compounds for the prevention and treatment of such diseases in which mGluR2 is involved.

  本发明涉及新型化合物，特别是符合式 (I) 的新型吡啶酮衍生物 其中所有基团在申请和权利要求中均有定义。根据本发明的化合物是代谢受体-亚型 2（"mGluR2"）的正异位调节剂，可用于治疗或预防与谷氨酸功能障碍相关的神经和精神疾病以及涉及代谢受体的 mGluR2 亚型的疾病。特别是，这类疾病是选自焦虑症、精神分裂症、偏头痛、抑郁症和癫痫组的中枢神经系统疾病。本发明还涉及药物组合物和制备此类化合物及组合物的工艺，以及使用此类化合物预防和治疗涉及 mGluR2 的此类疾病。
• Ethynyl Ketene-<i>S</i>,<i>S</i>-acetals:  The Highly Reactive Electron-Rich Dienophiles and Applications in the Synthesis of 4-Functionalized Quinolines via a One-Pot Three-Component Reaction
  作者：Yu-Long Zhao、Wei Zhang、Shuang Wang、Qun Liu

  DOI：10.1021/jo070069q

  日期：2007.6.1

  An efficient synthetic method for 4-functionalized quinoline derivatives, 4-((1,3-dithian-2-ylidene)methyl)quinolines, has been developed. Mediated by trifluoromethanesulfonic acid, ethynyl ketene-S,S-acetals can react in a one-pot procedure with various arylamines and aldehydes under mild conditions to give the corresponding quinoline derivatives in good to high yields via a consecutive arylimine formation, regiospecific aza-Diels-Alder (Povarov) reaction, and reductive amination.

表征谱图