4-(2-氨基苯基)吡啶 | 105972-24-5

• 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: 4-(2-氨基苯基)吡啶
• 中文别名: 2-[2-(4-吡啶基)乙基]苯胺；2-(2-吡啶-4-基乙基)苯胺；[2-[2-(4-吡啶基)乙基]苯基]胺
• 英文名称: 2-[2-(4-pyridinyl)ethyl]aniline
• 英文别名: 2-(2-pyridin-4-yl-ethyl)-aniline；2-(2-[4]pyridyl-ethyl)-aniline；2-(2-[4]Pyridyl-aethyl)-anilin；4-(2-Aminophenethyl)-pyridin；4-(2-Aminophenethyl)pyridine；2-(2-pyridin-4-ylethyl)aniline
• CAS: 105972-24-5
• 化学式: C₁₃H₁₄N₂
• mdl: MFCD04966953
• 分子量: 198.268
• InChiKey: ZGFRLWMJMWEDON-UHFFFAOYSA-N

物化性质

• 熔点：
  76℃
• 沸点：
  347.3±22.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.153
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P264,P280,P302+P352,P305+P351+P338,P332+P313,P337+P313,P362
• 危险性描述：
  H315,H319

反应信息

• 作为反应物：
  描述：

  4-(2-氨基苯基)吡啶 、 Boc-L-谷氨酸-1-叔丁酯 在 盐酸 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 (2S)-2-amino-5-oxo-5-[2-(2-pyridin-4-ylethyl)anilino]pentanoic acid
  参考文献：
  名称：

  2-Substituted Nγ-glutamylanilides as novel probes of ASCT2 with improved potency

  摘要：

  Herein, we report the discovery and structure-activity relationships (SAR) of 2-substituted glutamylanilides as novel probes of the steric environment comprising the amino acid binding domain of alanine-serine-cysteine transporter subtype 2 (ASCT2). Focused library development led to three novel, highly potent ASCT2 inhibitors, with N-(2-(morpholinomethyl) phenyl)-L-glutamine exhibiting the greatest potency in a live-cell glutamine uptake assay. This level of potency represents a three-fold improvement over the most potent, previously reported inhibitor in this series, GPNA. Furthermore, this and other compounds in the series exhibit tractable chemical properties for further development as potential therapeutic leads. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.10.098
• 作为产物：
  描述：

  吡啶,4-[(1E)-2-(2-硝基苯基)乙烯基]- 在 palladium on activated charcoal 3-甲基-1-环己烯 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 3.5h， 生成 4-(2-氨基苯基)吡啶
  参考文献：
  名称：

  A Convenient Method to Aniline Compounds Using Microwave-Assisted Transfer Hydrogenation

  摘要：

  使用微波辅助转移氢化将单硝基和二硝基芳香化合物还原为其苯胺类似物的研究已被证实。在此，描述了经过优化的条件，并附有一些实例。

  DOI：

  10.1055/s-2006-939062

文献信息

• Loewensohn, Chemische Berichte, 1907, vol. 40, p. 4860
  作者：Loewensohn

  DOI：——

  日期：——
• A Convenient Method to Aniline Compounds Using Microwave-Assisted Transfer Hydrogenation
  作者：Michael Wall、Nicholas Chapman、Benjamin Conway、Fiona O’Grady

  DOI：10.1055/s-2006-939062

  日期：——

  The reduction of mononitro and dinitro aromatic compounds to their aniline analogues using microwave-assisted transfer hydrogenation has been demonstrated. The optimised conditions used, with some examples, are described herein.

  使用微波辅助转移氢化将单硝基和二硝基芳香化合物还原为其苯胺类似物的研究已被证实。在此，描述了经过优化的条件，并附有一些实例。
• 2-Substituted Nγ-glutamylanilides as novel probes of ASCT2 with improved potency
  作者：Michael L. Schulte、Eric S. Dawson、Sam A. Saleh、Madison L. Cuthbertson、H. Charles Manning

  DOI：10.1016/j.bmcl.2014.10.098

  日期：2015.1

  Herein, we report the discovery and structure-activity relationships (SAR) of 2-substituted glutamylanilides as novel probes of the steric environment comprising the amino acid binding domain of alanine-serine-cysteine transporter subtype 2 (ASCT2). Focused library development led to three novel, highly potent ASCT2 inhibitors, with N-(2-(morpholinomethyl) phenyl)-L-glutamine exhibiting the greatest potency in a live-cell glutamine uptake assay. This level of potency represents a three-fold improvement over the most potent, previously reported inhibitor in this series, GPNA. Furthermore, this and other compounds in the series exhibit tractable chemical properties for further development as potential therapeutic leads. (C) 2014 Elsevier Ltd. All rights reserved.