2-[(E)-2-(4-吡啶基)乙烯基]苯胺 | 138386-71-7

• 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: 2-[(E)-2-(4-吡啶基)乙烯基]苯胺
• 英文名称: 2-[(E)-2-(4-pyridinyl)ethenyl]aniline
• 英文别名: (E)-2-(2-(pyridin-4-yl)vinyl)aniline；(E)-4-(o-aminostyryl)pyridine；2-(2-[4]pyridyl-vinyl)-aniline；2-(2-[4]Pyridyl-vinyl)-anilin；2-[2-(pyridin-4-yl)ethenyl]aniline；2-[2-(4-pyridyl)ethenyl]aniline；2-[(E)-2-pyridin-4-ylethenyl]aniline
• CAS: 138386-71-7
• 化学式: C₁₃H₁₂N₂
• 分子量: 196.252
• InChiKey: MDZZMOKJIZRGNJ-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[(E)-2-(4-吡啶基)乙烯基]苯胺 在 3-甲基-1-环己烯 作用下， 以 乙醇 为溶剂， 反应 2.0h， 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
• 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 为溶剂， 反应 1.5h， 以40%的产率得到2-[(E)-2-(4-吡啶基)乙烯基]苯胺
  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

• Inhibitory effect of cytotoxic nitrogen-containing heterocyclic stilbene analogues on VEGF protein secretion and VEGF, hTERT and c-Myc gene expression
  作者：Rosa Martí-Centelles、Juan Murga、Eva Falomir、Miguel Carda、J. Alberto Marco

  DOI：10.1039/c5md00197h

  日期：——

  A group of 21 nitrogen-containing heterocyclic stilbene derivatives, prepared by means of Heck coupling reactions, has been investigated for their cytotoxicity as well as their ability to inhibit the production of the vascular endothelial growth factor (VEGF) and the activation of telomerase. The ability of these compounds to inhibit proliferation of two tumoral cell lines (HT-29 and MCF-7) and one

  已经研究了通过Heck偶联反应制备的一组21种含氮杂环二苯乙烯衍生物的细胞毒性以及抑制血管内皮生长因子（VEGF）产生和端粒酶活化的能力。首先确定这些化合物抑制两种肿瘤细胞系（HT-29和MCF-7）和一种非肿瘤细胞系（HEK-293）增殖的能力。随后，我们确定了化合物抑制上述细胞系中VEGF分泌的能力，并下调VEGF，hTERT和c-Myc基因的表达，其中后两者参与控制端粒酶的激活。
• Aminostilbazole derivative and medicine
  申请人：Nippon Shinyaku Company, Limited

  公开号：US05972976A1

  公开（公告）日：1999-10-26

  The invention relates to an aminostilbazole derivative of the following formula or a hydrate thereof, and a salt thereof. ##STR1## wherein R.sup.1 and R.sup.2 each represents hydrogen etc.; R.sup.3, R.sup.4, R.sup.13, and R.sup.14 each represents hydrogen, C.sub.1-3 acyl, halogen, hydroxy etc.; R.sup.5 represents hydrogen or hydroxy-substituted C.sub.1-3 alkyl etc.; R.sup.6 represents benzenesulfonyl substituted by C.sub.1-3 alkoxy etc.; ring Y represents phenyl etc.; ring Z represents 4-pyridyl, its oxide etc. The compound is useful or the treatment of various malignant tumors.

  该发明涉及以下结构式的氨基苯基苯并咪唑衍生物或其水合物和盐。其中R.sup.1和R.sup.2分别代表氢等；R.sup.3、R.sup.4、R.sup.13和R.sup.14分别代表氢、C.sub.1-3酰基、卤素、羟基等；R.sup.5代表氢或羟基取代的C.sub.1-3烷基等；R.sup.6代表苯磺酰基取代的C.sub.1-3烷氧基等；环Y代表苯环等；环Z代表4-吡啶基、其氧化物等。该化合物对各种恶性肿瘤的治疗具有用处。
• Visible-Light-Mediated Synthesis of Phenanthrenes through Successive Photosensitization and Photoredox by a Single Organocatalyst
  作者：Tanumoy Mandal、Samrat Mallick、Nidhi Kumari、Suman De Sarkar

  DOI：10.1021/acs.orglett.2c03612

  日期：2022.11.18

  An efficient approach for the synthesis of phenanthrene scaffolds by utilizing the dual catalytic activity of an organo-photocatalyst is documented. The controlled cascade transformation proceeds via in situ diazotization followed by olefin isomerization and subsequent arene radical generation through photoreduction. The overall process demonstrates both the photosensitization and photoredox properties

  记录了一种利用有机光催化剂的双重催化活性合成菲支架的有效方法。受控的级联转化通过原位重氮化进行，然后是烯烃异构化，随后通过光还原产生芳烃自由基。整个过程展示了单一有机光催化剂的光敏化和光氧化还原特性，并以高精度和高效性促进了所需的分子内环化。在此背景下，采用了未充分开发的有机催化剂吖啶橙碱，并记录了催化剂与底物之间的光物理相互作用以及详细的反应动力学。
• AMINOSTILBAZOLE DERIVATIVE AND MEDICINE
  申请人：NIPPON SHINYAKU COMPANY, LIMITED

  公开号：EP0754682A1

  公开（公告）日：1997-01-22

  The invention relates to an aminostilbazole derivative of the following formula or a hydrate thereof, and a salt thereof. wherein R1 and R2 each represents hydrogen etc.; R3, R4, R13, and R14 each represents hydrogen, C1-3 acyl, halogen, hydroxy etc.; R5 represents hydrogen or hydroxy-substituted C1-3 alkyl etc.; R6 represents benzenesulfonyl substituted by C1-3 alkoxy etc.; ring Y represents phenyl etc.; ring Z represents 4-pyridyl, its oxide etc. The compound is useful for the treatment of various malignant tumors.

  本发明涉及下式的氨基苯并噻唑衍生物或其水合物及其盐。 其中 R1 和 R2 各自代表氢等；R3、R4、R13 和 R14 各自代表氢、C1-3酰基、卤素、羟基等；R5 代表氢或羟基取代的 C1-3 烷基等；R6 代表被 C1-3 烷氧基取代的苯磺酰基等；环 Y 代表苯基等；环 Z 代表 4-吡啶基及其氧化物等。 该化合物可用于治疗各种恶性肿瘤。
• C=C-conjugated carbodiimides as 2-aza dienes in intramolecular [4+2] cycloadditions. One-pot preparation of quinoline, .alpha.-carboline, and quinindoline derivatives
  作者：Pedro Molina、Mateo Alajarin、Angel Vidal、Pilar Sanchez-Andrada

  DOI：10.1021/jo00029a026

  日期：1992.1

  Iminophosphoranes 2 derived from o-aminostyrenes react with aryl isocyanates to give the corresponding carbodiimides 13 which by thermal treatment at 160-degrees-C undergo 6-pi-electrocyclization to give quinoline derivatives 14. However, the reaction with styryl isocyanates leads to alpha-carbolines 19 through the intermediate carbodiimides 15 which undergo a tandem intramolecular hetero-Diels-Alder cycloaddition/aromatization process to give 19. Similarly, related alpha-carbolines 20-22 can be obtained from the reaction of iminophosphoranes derived from ortho-substituted anilines containing an unsaturated side chain with styryl isocyanates. Iminophosphorane 6a, derived from o-butadienylaniline, and related 10 and 12 react with aryl isocyanates under the same reaction conditions to give quinindoline derivatives 25-27, respectively. Finally, iminophosphoranes 2 and 6 by reaction with ketenes lead directly to quinolines 32 and benzo[b]carbazoles 33, respectively.